4-Fluorobenzoyl chloride → HCID 20298404, compound

HRID 1389216Notes

Reaction equation

HRID 1389216 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]1[CH:40]=[CH:39][C:35]([C:36](Cl)=[O:37])=[CH:34][CH:33]=1>C1C=CC=CC=1>[F:31][C:32]1[CH:40]=[CH:39][C:35]([C:36]([N:7]([CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:37])=[CH:34][CH:33]=1

Participants

5

Reactant 3

HCID 678794-Fluorobenzoyl chlorideHCID 81531DiisopropylethylamineHCID 20298419HCID 20298419, compound

Product 1

HCID 20298404HCID 20298404, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Analogously to Example 47b), 10.0 g of ethyl 4-(biphenyl-2-yl)aminobutyrate and 4.6 g of ethyldiisopropylamine in 50 ml of benzene are reacted with 5.6 g of p-fluorobenzoyl chloride. The reaction product is recrystallized from cyclohexane to obtain 12.1 g (84.6% of theory) of ethyl 4-[p-fluoro-N-(biphenyl-2-yl)-benzamido]butyrate, MP 83° to 84°.

Workup

  1. customThe reaction product is recrystallized from cyclohexane

Sources & evidence

ORD record
ord-1743638d301745ee94a9ae30d76544fb
Source dataset
uspto-grants-1981_01
Patent number
US04243678

Reaction notes

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