3-(Trifluoromethyl)benzoyl chloride → HCID 20298391, compound

HRID 1389215Notes

Reaction equation

HRID 1389215 reaction equation
[C:1]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C(N(C(C)C)C(C)C)C.[F:31][C:32]([F:43])([F:42])[C:33]1[CH:34]=[C:35]([CH:39]=[CH:40][CH:41]=1)[C:36](Cl)=[O:37]>C1C=CC=CC=1>[CH2:14]([O:13][C:11](=[O:12])[CH2:10][CH2:9][CH2:8][N:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:36](=[O:37])[C:35]1[CH:39]=[CH:40][CH:41]=[C:33]([C:32]([F:31])([F:42])[F:43])[CH:34]=1)[CH3:15]

Participants

5

Reactant 3

HCID 752573-(Trifluoromethyl)benzoyl chlorideHCID 81531DiisopropylethylamineHCID 20298419HCID 20298419, compound

Product 1

HCID 20298391HCID 20298391, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Analogously to Example 47b, 11.8 g of ethyl 4-(biphenyl-2-yl)aminobutyrate and 5.4 g of ethyldiisopropylamine are reacted in 70 ml of benzene with 8.7 g of m-trifluoromethylbenzoyl chloride. The reaction product is recrystallized from a mixture of isopropyl alcohol and water (1:1) to obtain 16.0 g (84.4% of theory) of ethyl-4-[m-trifluoromethyl-N-(biphenyl-2-yl)benzamido]-butyrate, MP 65° to 67°.

Workup

  1. customThe reaction product is recrystallized from a mixture of isopropyl alcohol and water (1:1)

Sources & evidence

ORD record
ord-9492f6385eaa4e19bc1ee7910e51fea7
Source dataset
uspto-grants-1981_01
Patent number
US04243678

Reaction notes

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