No renderable structure data available
CCNC(=O)C1=CC=CC=C1FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | N-ethyl-2-fluorobenzamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 150079-54-2 |
| Database ID | 3315690 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
N-ethyl-2-fluorobenzamide (CAS 150079-54-2) 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 3315690
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-187c34b20b184774816a8a667174e6d0Conditions: temp:-60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1.3M s-BuLi in cyclohexane (20.3 mL, 26.4 mmol) was added to an ether/liquid nitrogen cooled solution of N-ethyl-2-fluorobenzamide (2.00 g, 11.98 mmol) in THF (75 mL) and ether (75 mL), maintaining the internal reaction temperature ≤95° C. The resulting mixture was stirred at this temperature for 30 min, then TMSCl (1.43 g, 13.2 mmol) was added and the mixture warmed to -60° C. After 2 h, the reaction was poured into water (200 mL). The organic layer was dried (MgSO4), concentrated, and purified by silica gel chromatography, eluted with 3:7 ethyl acetate/hexanes, to afford 0.45 g of the title compound as a white solid, a 16% yield. m.p. 86-87° C. maintaining the internal reaction temperature ≤95° C After 2 h The organic layer was dried (MgSO4) concentrated purified by silica gel chromatography eluted with 3:7 ethyl acetate/hexanes
Source ID: ord-cc0ef0746367444ab8a5e1ec099853f9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-Fluorobenzoyl chloride (2 g, 12.6 mmol) and 70% aq ethyl amine (1.78 g, 27.7 mmol) were combined in CH2Cl2 according to General Method E1, and kugelrohr distilled to give 1.85 g of N-ethyl-2-fluorobenzamide as a colorless oil, an 87% yield. distilled
Source ID: ord-a5c1d02c0f7946138668331acd62d58cConditions: temp:-60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1.3M s-BuLi in cyclohexane (20.3 mL, 26.4 mmol) was added to an ether/liquid nitrogen cooled solution of N-ethyl-2-fluorobenzamide (2.00 g, 11.98 mmol) in THF (75 mL) and ether (75 mL), maintaining the internal reaction temperature ≤-95° C. The resulting mixture was stirred at this temperature for 30 min, then TMSCl (1.43 g, 13.2 mmol) was added and the mixture warmed to -60° C. After 2 h, the reaction was poured into water (200mL). The organic layer was dried (MgSO4), concentrated, and purified by silica gel chromatography, eluted with 3:7 ethyl acetate/hexanes, to afford 0.45 g of the title compound as a white solid, a 16% yield. m.p. 86°-87° C. maintaining the internal reaction temperature ≤-95° C After 2 h The organic layer was dried (MgSO4) concentrated purified by silica gel chromatography eluted with 3:7 ethyl acetate/hexanes
Source ID: ord-b94b44d3f1f643a68c23cfdee19ddc0cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-Fluorobenzoyl chloride (2 g, 12.6 mmol) and 70% aq ethyl amine (1.78 g, 27.7 mmol) were combined in CH2Cl2 according to General Method E1, and kugelrohr distilled to give 1.85 g of N-ethyl-2-fluorobenzamide as a colorless oil, an 87% yield. distilled
Source ID: ord-d1e87ab3338a4fa8a037f984b56fc6e5Conditions: temp:-60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1.3M s-BuLi in cyclohexane (20.3 mL, 26.4 mmol) was added to an ether/liquid nitrogen cooled solution of N-ethyl-2-fluorobenzamide (2.00 g, 11.98 mmol) in THF (75 mL) and ether (75 mL), maintaining the internal reaction temperature ≤-95° C. The resulting mixture was stirred at this temperature for 30 min, then TMSCl (1.43 g, 13.2 mmol) was added and the mixture warmed to -60° C. After 2 h, the reaction was poured into water (200 mL). The organic layer was dried (MgSO4), concentrated, and purified by silica gel chromatography, eluted with 3:7 ethyl acetate/hexanes, to afford 0.45 g of the title compound as a white solid, a 16% yield. m.p. 86-87° C. maintaining the internal reaction temperature ≤-95° C After 2 h The organic layer was dried (MgSO4) concentrated purified by silica gel chromatography eluted with 3:7 ethyl acetate/hexanes
Source ID: ord-2303b86c83e7483b8d2b84310286bcf2Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-Fluorobenzoyl chloride (2 g, 12.6 mmol) and 70% aq ethyl amine (1.78 g, 27.7 mmol) were combined in CH2Cl2 according to General Method E1, and kugelrohr distilled to give 1.85 g of N-ethyl-2-fluorobenzamide as a colorless oil, an 87% yield. distilled
Source ID: ord-e1de475c234746ff9d1a24a655c129a5Conditions: temp:-60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1.3M s-BuLi in cyclohexane (20.3 mL, 26.4 mmol) was added to an ether/liquid nitrogen cooled solution of N-ethyl-2-fluorobenzamide (2.00 g, 11.98 mmol) in THF (75 mL) and ether (75 mL), maintaining the internal reaction temperature ≤-95° C. The resulting mixture was stirred at this temperature for 30 min, then TMSCl (1.43 g, 13.2 mmol) was added and the mixture warmed to -60° C. After 2 h, the reaction was poured into water (200 mL). The organic layer was dried (MgSO4), concentrated, and purified by silica gel chromatography, eluted with 3:7 ethyl acetate/hexanes, to afford 0.45 g of the title compound as a white solid, a 16% yield. m.p. 86°-87° C. maintaining the internal reaction temperature ≤-95° C After 2 h The organic layer was dried (MgSO4) concentrated purified by silica gel chromatography eluted with 3:7 ethyl acetate/hexanes
Source ID: ord-175eb13f162f41d394b5426306e7194cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-Fluorobenzoyl chloride (2 g, 12.6 mmol) and 70% aq ethyl amine (1.78 g, 27.7 mmol) were combined in CH2Cl2 according to General Method E1, and kugelrohr distilled to give 1.85 g of N-ethyl-2-fluorobenzamide as a colorless oil, an 87% yield. distilled
Source ID: ord-2761f35103f44141a97b7252b2bf1d62Conditions: temp:-60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1.3M s-BuLi in cyclohexane (20.3 mL, 26.4 mmol) was added to an ether/liquid nitrogen cooled solution of N-ethyl-2-fluorobenzamide (2.00 g, 11.98 mmol) in THF (75 mL) and ether (75 mL), maintaining the internal reaction temperature ≦−95° C. The resulting mixture was stirred at this temperature for 30 min, then TMSCl (1.43 g, 13.2 mmol) was added and the mixture warmed to −60° C. After 2 h, the reaction was poured into water (200 mL). The organic layer was dried (MgSO4), concentrated, and purified by silica gel chromatography, eluted with 3:7 ethyl acetate/hexanes, to afford 0.45 g of the title compound as a white solid, a 16% yield. m.p. 86-87° C. maintaining the internal reaction temperature ≦−95° C After 2 h The organic layer was dried (MgSO4) concentrated purified by silica gel chromatography eluted with 3:7 ethyl acetate/hexanes
Source ID: ord-c29156d98bec4599b4cdace87d3bf08bConditions: temp:-60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 1.3M s-BuLi in cyclohexane (20.3 mL, 26.4 mmol) was added to an ether/liquid nitrogen cooled solution of N-ethyl-2-fluorobenzamide (2.00 g, 11.98 mmol) in THF (75 mL) and ether (75 mL), maintaining the internal reaction temperature ≦−95° C. The resulting mixture was stirred at this temperature for 30 min, then TMSCl (1.43 g, 13.2 mmol) was added and the mixture warmed to −60° C. After 2 h, the reaction was poured into water (200 mL). The organic layer was dried (MgSO4), concentrated, and purified by silica gel chromatography, eluted with 3:7 ethyl acetate/hexanes, to afford 0.45 g of the title compound as a white solid, a 16% yield. m.p. 86-87° C. maintaining the internal reaction temperature ≦−95° C After 2 h The organic layer was dried (MgSO4) concentrated purified by silica gel chromatography eluted with 3:7 ethyl acetate/hexanes
Source ID: ord-c29156d98bec4599b4cdace87d3bf08bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-Fluorobenzoyl chloride (2 g, 12.6 mmol) and 70% aq ethyl amine (1.78 g, 27.7 mmol) were combined in CH2Cl2 according to General Method E1, and kugelrohr distilled to give 1.85 g of N-ethyl-2-fluorobenzamide as a colorless oil, an 87% yield. distilled
Source ID: ord-c8688da9e3b44b7e8e2504d4a44814bbPubChem References
These sources are listed in the compound's public database record.
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