Reaction #3846969
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d1e6f5834dd84daeaddc37f78ed5519dNo renderable structure data available
CCC(=O)C1=C(C=C(C=C1)F)OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-(4-fluoro-2-hydroxyphenyl)propan-1-one |
|---|---|
| IUPAC Name | — |
| CAS Number | 247230-94-0 |
| Database ID | 10678674 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-(4-fluoro-2-hydroxyphenyl)propan-1-one (CAS 247230-94-0) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 10678674
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d1e6f5834dd84daeaddc37f78ed5519dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of NaH (95%, 278 mg, 11 mmol) in DMF (20 mL) at 0° C., was added 1-(4-fluoro-2-hydroxy-phenyl)-propan-1-one (1.68 g, 10 mmol) in DMF (5 mL). After 15 min at 0° C., was 3-bromo-propyne (3.02 g, 20 mmol) added to the reaction mixture. After 1 h at 0° C., was the reaction mixture allowed to assume room temperature. The reaction mixture was extracted with H2O (100 mL). The H2O phase was washed with Et2O (3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, CH2Cl2), to give 1.40 g (68%) of 1-(4-fluoro-2-prop-2-ynyloxy-phenyl)-propan-1-one. added to the reaction mixture After 1 h at 0° C. to assume room temperature The reaction mixture was extracted with H2O (100 mL) The H2O phase was washed with Et2O (3×100 mL) the solvent of the combined organic phases was removed under reduced pressure The crude product was purified by column chromatography (silica gel, CH2Cl2)
Source ID: ord-ef9f420a03624ca0b3c6a39ed2cb84e1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of NaH (95%, 278 mg, 11 mmol) in DMF (20 mL) at 0° C., was added 1-(4-fluoro-2-hydroxy-phenyl)-propan-1-one (1.68 g, 10 mmol) in DMF (5 mL). After 15 min at 0° C., was 3-bromo-propyne (3.02 g, 20 mmol) added to the reaction mixture. After 1 h at 0° C., was the reaction mixture allowed to assume room temperature. The reaction mixture was extracted with H2O (100 mL). The H2O phase was washed with Et2O (3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, CH2Cl2), to give 1.40 g (68%) of 1-(4-fluoro-2-prop-2-ynyloxy-phenyl)-propan-1-one. added to the reaction mixture After 1 h at 0° C. to assume room temperature The reaction mixture was extracted with H2O (100 mL) The H2O phase was washed with Et2O (3×100 mL) the solvent of the combined organic phases was removed under reduced pressure The crude product was purified by column chromatography (silica gel, CH2Cl2)
Source ID: ord-ef9f420a03624ca0b3c6a39ed2cb84e1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of NaH (95%, 278 mg, 11 mmol) in DMF (20 mL) at 0° C., was added 1-(4-fluoro-2-hydroxy-phenyl)-propan-1-one (1.68 g, 10 mmol) in DMF (5 mL). After 15 min at 0° C., was 3-bromo-propyne (3.02 g, 20 mmol) added to the reaction mixture. After 1 h at 0° C., was the reaction mixture allowed to assume room temperature. The reaction mixture was extracted with H2O (100 mL). The H2O phase was washed with Et2O (3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, CH2Cl2), to give 1.40 g (68%) of 1-(4-fluoro-2-prop-2-ynyloxy-phenyl)-propan-1-one. added to the reaction mixture After 1 h at 0° C. to assume room temperature The reaction mixture was extracted with H2O (100 mL) The H2O phase was washed with Et2O (3×100 mL) the solvent of the combined organic phases was removed under reduced pressure The crude product was purified by column chromatography (silica gel, CH2Cl2)
Source ID: ord-f1c8ee51a5a943af86aad17ca2f5a74bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of NaH (95%, 278 mg, 11 mmol) in DMF (20 mL) at 0° C., was added 1-(4-fluoro-2-hydroxy-phenyl)-propan-1-one (1.68 g, 10 mmol) in DMF (5 mL). After 15 min at 0° C., was 3-bromo-propyne (3.02 g, 20 mmol) added to the reaction mixture. After 1 h at 0° C., was the reaction mixture allowed to assume room temperature. The reaction mixture was extracted with H2O (100 mL). The H2O phase was washed with Et2O (3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, CH2Cl2), to give 1.40 g (68%) of 1-(4-fluoro-2-prop-2-ynyloxy-phenyl)-propan-1-one. added to the reaction mixture After 1 h at 0° C. to assume room temperature The reaction mixture was extracted with H2O (100 mL) The H2O phase was washed with Et2O (3×100 mL) the solvent of the combined organic phases was removed under reduced pressure The crude product was purified by column chromatography (silica gel, CH2Cl2)
Source ID: ord-74b15958da8546278a1c6c51b5b58b24Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of NaH (95%, 278 mg, 11 mmol) in DMF (20 mL) at 0° C., was added 1-(4-fluoro-2-hydroxy-phenyl)-propan-1-one (1.68 g, 10 mmol) in DMF (5 mL). After 15 min at 0° C., was 3-bromo-propyne (3.02 g, 20 mmol) added to the reaction mixture. After 1 h at 0° C., was the reaction mixture allowed to assume room temperature. The reaction mixture was extracted with H2O (100 mL). The H2O phase was washed with Et2O (3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, CH2Cl2), to give 1.40 g (68%) of 1-(4-fluoro-2-prop-2-ynyloxy-phenyl)-propan-1-one. added to the reaction mixture After 1 h at 0° C. to assume room temperature The reaction mixture was extracted with H2O (100 mL) The H2O phase was washed with Et2O (3×100 mL) the solvent of the combined organic phases was removed under reduced pressure The crude product was purified by column chromatography (silica gel, CH2Cl2)
Source ID: ord-74b15958da8546278a1c6c51b5b58b24Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of NaH (95%, 278 mg, 11 mmol) in DMF (20 mL) at 0° C., was added 1-(4-fluoro-2-hydroxy-phenyl)-propan-1-one (1.68 g, 10 mmol) in DMF (5 mL). After 15 min at 0° C., was 3-bromo-propyne (3.02 g, 20 mmol) added to the reaction mixture. After 1 h at 0° C., was the reaction mixture allowed to assume room temperature. The reaction mixture was extracted with H2O (100 mL). The H2O phase was washed with Et2O 3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, CH2Cl2), to give 1.40 g (68%) of 1-(4-fluoro-2-prop-2-ynyloxy-phenyl)-propan-1-one. added to the reaction mixture After 1 h at 0° C. to assume room temperature The reaction mixture was extracted with H2O (100 mL) The H2O phase was washed with Et2O 3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure The crude product was purified by column chromatography (silica gel, CH2Cl2)
Source ID: ord-45993e54743d4d99b19dc45fdfe7f39cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of NaH (95%, 278 mg, 11 mmol) in DMF (20 mL) at 0° C., was added 1-(4-fluoro-2-hydroxy-phenyl)-propan-1-one (1.68 g, 10 mmol) in DMF (5 mL). After 15 min at 0° C., was 3-bromo-propyne (3.02 g, 20 mmol) added to the reaction mixture. After 1 h at 0° C., was the reaction mixture allowed to assume room temperature. The reaction mixture was extracted with H2O (100 mL). The H2O phase was washed with Et2O (3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, CH2Cl2), to give 1.40 g (68%) of 1-(4-fluoro-2-prop-2-ynyloxy-phenyl)-propan-1-one. added to the reaction mixture After 1 h at 0° C. to assume room temperature The reaction mixture was extracted with H2O (100 mL) The H2O phase was washed with Et2O (3×100 mL) the solvent of the combined organic phases was removed under reduced pressure The crude product was purified by column chromatography (silica gel, CH2Cl2)
Source ID: ord-76c8f1537334493e9f2ad9af075f5ff7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d1e6f5834dd84daeaddc37f78ed5519dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of NaH (95%, 278 mg, 11 mmol) in DMF (20 mL) at 0° C., was added 1-(4-fluoro-2-hydroxy-phenyl)-propan-1-one (1.68 g, 10 mmol) in DMF (5 mL). After 15 min at 0° C., was 3-bromo-propyne (3.02 g, 20 mmol) added to the reaction mixture. After 1 h at 0° C., was the reaction mixture allowed to assume room temperature. The reaction mixture was extracted with H2O (100 mL). The H2O phase was washed with Et2O (3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, CH2Cl2), to give 1.40 g (68%) of 1-(4-fluoro-2-prop-2-ynyloxy-phenyl)-propan-1-one. added to the reaction mixture After 1 h at 0° C. to assume room temperature The reaction mixture was extracted with H2O (100 mL) The H2O phase was washed with Et2O (3×100 mL) the solvent of the combined organic phases was removed under reduced pressure The crude product was purified by column chromatography (silica gel, CH2Cl2)
Source ID: ord-57ca9a65e9f24a148b218d7cdbf6389eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of NaH (95%, 278 mg, 11 mmol) in DMF (20 mL) at 0° C., was added 1-(4-fluoro-2-hydroxy-phenyl)-propan-1-one (1.68 g, 10 mmol) in DMF (5 mL). After 15 min at 0° C., was 3-bromo-propyne (3.02 g, 20 mmol) added to the reaction mixture. After 1 h at 0° C., was the reaction mixture allowed to assume room temperature. The reaction mixture was extracted with H2O (100 mL). The H2O phase was washed with Et2O (3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, CH2Cl2), to give 1.40 g (68%) of 1-(4-fluoro-2-prop-2-ynyloxy-phenyl)-propan-1-one. added to the reaction mixture After 1 h at 0° C. to assume room temperature The reaction mixture was extracted with H2O (100 mL) The H2O phase was washed with Et2O (3×100 mL) the solvent of the combined organic phases was removed under reduced pressure The crude product was purified by column chromatography (silica gel, CH2Cl2)
Source ID: ord-ccca661329fe498ab42fc47ef7589f6cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a mixture of NaH (95%, 278 mg, 11 mmol) in DMF (20 mL) at 0° C., was added 1-(4-fluoro-2-hydroxy-phenyl)-propan-1-one (1.68 g, 10 mmol) in DMF (5 mL). After 15 min at 0° C., was 3-bromo-propyne (3.02 g, 20 mmol) added to the reaction mixture. After 1 h at 0° C., was the reaction mixture allowed to assume room temperature. The reaction mixture was extracted with H2O (100 mL). The H2O phase was washed with Et2O (3×100 mL) and the solvent of the combined organic phases was removed under reduced pressure. The crude product was purified by column chromatography (silica gel, CH2Cl2), to give 1.40 g (68%) of 1-(4-fluoro-2-prop-2-ynyloxy-phenyl)-propan-1-one. added to the reaction mixture After 1 h at 0° C. to assume room temperature The reaction mixture was extracted with H2O (100 mL) The H2O phase was washed with Et2O (3×100 mL) the solvent of the combined organic phases was removed under reduced pressure The crude product was purified by column chromatography (silica gel, CH2Cl2)
Source ID: ord-0975d0400b2547d79d4967b77bbcff07PubChem References
These sources are listed in the compound's public database record.
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