No renderable structure data available
COC1=C(C=C(C(=C1)CO)Br)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (2-bromo-4-fluoro-5-methoxyphenyl)methanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 1421503-65-2 |
| Database ID | 71237874 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(2-bromo-4-fluoro-5-methoxyphenyl)methanol (CAS 1421503-65-2) 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 71237874
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
11 reactions · 11 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b5f984cbf6694156bebda7d2cdc7ed50Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus tribromide (11.56 mL, 122.5 mmol) was added to a solution of (2-bromo-4-fluoro-5-methoxy-phenyl)-methanol (Preparation 33, 14.4 g, 61.26 mmol) in DCM (235 mL) at 0° C. The reaction was allowed to warm to room temperature and stirred at that temperature for 18 hours. The reaction mixture was cooled to 0° C. and quenched by slow addition of saturated sodium hydrogen carbonate aqueous solution until effervescence had ceased. The layers were separated and the aqueous layer was extracted with DCM (2×100 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (17.48 g) in a 96% yield. The reaction mixture was cooled to 0° C. quenched by slow addition of saturated sodium hydrogen carbonate aqueous solution until effervescence The layers were separated the aqueous layer was extracted with DCM (2×100 mL) The combined organic layers were dried over MgSO4 concentrated in vacuo
Source ID: ord-fdf94543e209457088af04dc66a6a27dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of (4-fluoro-3-methoxy-phenyl)-methanol (10.0 g, 64.04 mmol) in MeCN (160 mL) was added a solution of NBS (11.4 g, 64.04 mmol) in MeCN (50 mL) and the resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated in vacuo and the residue was suspended in diethyl ether (200 mL). Solid material was removed by filtration and washed with further diethyl ether. The filtrate was washed with water (200 mL) and brine (100 mL), dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (14.4 g) in a 96% yield. The reaction mixture was concentrated in vacuo Solid material was removed by filtration washed with further diethyl ether The filtrate was washed with water (200 mL) and brine (100 mL) dried over MgSO4 concentrated in vacuo
Source ID: ord-95ed5d69fb934c2cab84465c34bbcf83Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b5f984cbf6694156bebda7d2cdc7ed50Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus tribromide (11.56 mL, 122.5 mmol) was added to a solution of (2-bromo-4-fluoro-5-methoxy-phenyl)-methanol (Preparation 33, 14.4 g, 61.26 mmol) in DCM (235 mL) at 0° C. The reaction was allowed to warm to room temperature and stirred at that temperature for 18 hours. The reaction mixture was cooled to 0° C. and quenched by slow addition of saturated sodium hydrogen carbonate aqueous solution until effervescence had ceased. The layers were separated and the aqueous layer was extracted with DCM (2×100 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (17.48 g) in a 96% yield. The reaction mixture was cooled to 0° C. quenched by slow addition of saturated sodium hydrogen carbonate aqueous solution until effervescence The layers were separated the aqueous layer was extracted with DCM (2×100 mL) The combined organic layers were dried over MgSO4 concentrated in vacuo
Source ID: ord-fdf94543e209457088af04dc66a6a27dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of (4-fluoro-3-methoxy-phenyl)-methanol (10.0 g, 64.04 mmol) in MeCN (160 mL) was added a solution of NBS (11.4 g, 64.04 mmol) in MeCN (50 mL) and the resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated in vacuo and the residue was suspended in diethyl ether (200 mL). Solid material was removed by filtration and washed with further diethyl ether. The filtrate was washed with water (200 mL) and brine (100 mL), dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (14.4 g) in a 96% yield. The reaction mixture was concentrated in vacuo Solid material was removed by filtration washed with further diethyl ether The filtrate was washed with water (200 mL) and brine (100 mL) dried over MgSO4 concentrated in vacuo
Source ID: ord-95ed5d69fb934c2cab84465c34bbcf83Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of (4-fluoro-3-methoxy-phenyl)-methanol (10.0 g, 64.04 mmol) in MeCN (160 mL) was added a solution of NBS (11.4 g, 64.04 mmol) in MeCN (50 mL) and the resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated in vacuo and the residue was suspended in diethyl ether (200 mL). Solid material was removed by filtration and washed with further diethyl ether. The filtrate was washed with water (200 mL) and brine (100 mL), dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (14.4 g) in a 96% yield. The reaction mixture was concentrated in vacuo Solid material was removed by filtration washed with further diethyl ether The filtrate was washed with water (200 mL) and brine (100 mL) dried over MgSO4 concentrated in vacuo
Source ID: ord-95ed5d69fb934c2cab84465c34bbcf83Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus tribromide (11.56 mL, 122.5 mmol) was added to a solution of (2-bromo-4-fluoro-5-methoxy-phenyl)-methanol (Preparation 33, 14.4 g, 61.26 mmol) in DCM (235 mL) at 0° C. The reaction was allowed to warm to room temperature and stirred at that temperature for 18 hours. The reaction mixture was cooled to 0° C. and quenched by slow addition of saturated sodium hydrogen carbonate aqueous solution until effervescence had ceased. The layers were separated and the aqueous layer was extracted with DCM (2×100 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (17.48 g) in a 96% yield. The reaction mixture was cooled to 0° C. quenched by slow addition of saturated sodium hydrogen carbonate aqueous solution until effervescence The layers were separated the aqueous layer was extracted with DCM (2×100 mL) The combined organic layers were dried over MgSO4 concentrated in vacuo
Source ID: ord-84158d82b1794552a47f6341b2e0f892Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of (4-fluoro-3-methoxy-phenyl)-methanol (10.0 g, 64.04 mmol) in MeCN (160 mL) was added a solution of NBS (11.4 g, 64.04 mmol) in MeCN (50 mL) and the resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated in vacuo and the residue was suspended in diethyl ether (200 mL). Solid material was removed by filtration and washed with further diethyl ether. The filtrate was washed with water (200 mL) and brine (100 mL), dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (14.4 g) in a 96% yield. The reaction mixture was concentrated in vacuo Solid material was removed by filtration washed with further diethyl ether The filtrate was washed with water (200 mL) and brine (100 mL) dried over MgSO4 concentrated in vacuo
Source ID: ord-e4b63e219e9f4ffbabf8404c47784842Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Phosphorus tribromide (11.56 mL, 122.5 mmol) was added to a solution of (2-bromo-4-fluoro-5-methoxy-phenyl)-methanol (Preparation 33, 14.4 g, 61.26 mmol) in DCM (235 mL) at 0° C. The reaction was allowed to warm to room temperature and stirred at that temperature for 18 hours. The reaction mixture was cooled to 0° C. and quenched by slow addition of saturated sodium hydrogen carbonate aqueous solution until effervescence had ceased. The layers were separated and the aqueous layer was extracted with DCM (2×100 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (17.48 g) in a 96% yield. The reaction mixture was cooled to 0° C. quenched by slow addition of saturated sodium hydrogen carbonate aqueous solution until effervescence The layers were separated the aqueous layer was extracted with DCM (2×100 mL) The combined organic layers were dried over MgSO4 concentrated in vacuo
Source ID: ord-fdf94543e209457088af04dc66a6a27dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of (4-fluoro-3-methoxy-phenyl)-methanol (10.0 g, 64.04 mmol) in MeCN (160 mL) was added a solution of NBS (11.4 g, 64.04 mmol) in MeCN (50 mL) and the resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated in vacuo and the residue was suspended in diethyl ether (200 mL). Solid material was removed by filtration and washed with further diethyl ether. The filtrate was washed with water (200 mL) and brine (100 mL), dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (14.4 g) in a 96% yield. The reaction mixture was concentrated in vacuo Solid material was removed by filtration washed with further diethyl ether The filtrate was washed with water (200 mL) and brine (100 mL) dried over MgSO4 concentrated in vacuo
Source ID: ord-95ed5d69fb934c2cab84465c34bbcf83PubChem References
These sources are listed in the compound's public database record.
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