(2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile → HCID 13372620, compound

HRID 1154425Notes

Reaction equation

HRID 1154425 reaction equation
[CH3:1][C:2]1([CH3:16])[C@H:4](/[CH:5]=[C:6](\[Br:12])/[C:7](=[O:11])[O:8][CH2:9][CH3:10])[C@H:3]1[C:13]([OH:15])=[O:14].[C:17]([C@@H: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]>>[CH3:16][C:2]1([CH3:1])[C@H:4](/[CH:5]=[C:6](\[Br:12])/[C:7](=[O:11])[O:8][CH2:9][CH3:10])[C@H:3]1[C:13]([O:15][C@H: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:14]

Participants

3

Reactant 2

HCID 9837437(2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrileHCID 86739831HCID 86739831, compound

Product 1

HCID 13372620HCID 13372620, compound

Procedure

Using the procedure of Step B of Example 43, (1R,trans,Z) 2,2-dimethyl-3-(2-bromo-3-oxo-3-ethoxy-1-propenyl)-cyclopropane carboxylic acid and (S)α-cyano-3-phenoxy-benzyl alcohol were reacted to obtain (S)α-cyano-3-phenoxy-benzyl (1R,trans,Z) 2,2-dimethyl-3-(2-bromo-3-oxo-3-ethoxy-1-propenyl)-cyclopropanecarboxylate melting at 97° C. and having a specific rotation of [α]D20 =+5°±1° (c=1% in chloroform).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-a11379ddcb4f42c08e3790a07d2c496a
Source dataset
uspto-grants-1984_12
Patent number
US04489093

Reaction notes

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