Benzeneacetonitrile, alpha-hydroxy-3-phenoxy-, (alphaS)- → alpha-Cyano-m-phenoxybenzyl 2-isopropyl-4-(4-fluorophenyl)-3-butenoate

HRID 2286798Notes

Reaction equation

HRID 2286798 reaction equation
[CH:1]([CH:4]([CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1)[C:5]([OH:7])=[O:6])([CH3:3])[CH3:2].[C:17]([CH:19](O)[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:21]=1)#[N:18]>>[CH:1]([CH:4]([CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1)[C:5]([O:7][CH:19]([C:17]#[N:18])[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:21]=1)=[O:6])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 93218Benzeneacetonitrile, alpha-hydroxy-3-phenoxy-, (alphaS)-HCID 538855142-Isopropyl-4-(4-fluorophenyl)-3-butenoic acid

Product 1

HCID 54422995alpha-Cyano-m-phenoxybenzyl 2-isopropyl-4-(4-fluorophenyl)-3-butenoate

Procedure

2-Isopropyl-4-(4-fluorophenyl)-3-butenoic acid (1.12 mmol) is reacted via the acid chloride with α-cyano-m-phenoxybenzyl alcohol (1.86 mmol) to yield α-cyano-m-phenoxybenzyl 2-isopropyl-4-(4-fluorophenyl)-3-butenoate, MS m/e 429 (M+).

Sources & evidence

ORD record
ord-204782ff1b9c4dd9b2bb43243b4accb3
Source dataset
uspto-grants-1981_05
Patent number
US04267359

Reaction notes

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