(2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile → HCID 86739814, compound

HRID 1383202Notes

Reaction equation

HRID 1383202 reaction equation
[CH3:1][C:2]1([CH3:17])[C@@H:4](/[CH:5]=[C:6](\[Cl:13])/[C:7](=[O:12])[O:8][CH2:9][CH2:10][CH3:11])[C@H:3]1[C:14]([OH:16])=[O:15].[C:18]([C@@H:20](O)[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([O:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:22]=1)#[N:19]>C(Cl)(Cl)Cl>[CH3:17][C:2]1([CH3:1])[C@@H:4](/[CH:5]=[C:6](\[Cl:13])/[C:7](=[O:12])[O:8][CH2:9][CH2:10][CH3:11])[C@H:3]1[C:14]([O:16][C@H:20]([C:18]#[N:19])[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([O:27][C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:22]=1)=[O:15]

Participants

4

Reactant 2

HCID 9837437(2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrileHCID 86739815HCID 86739815, compound

Product 1

HCID 86739814HCID 86739814, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Using the procedure of Example 1, (1R,cis) 2,2-dimethyl-3(Z)-[2-chloro-3-oxo-3-propoxy-1-propenyl]-cyclopropane-1-carboxylic acid and (S)α-cyano-3-phenoxy-benzyl alcohol were reacted to obtain (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3(Z)-[2-chloro-3-oxo-3-propoxy-propenyl]-cyclopropane-1-carboxylate with a specific rotation of [α]D20 =+22.5°±2° (c=0.7% in chloroform).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-740c896d943140c78f4a7061f4d917ea
Source dataset
uspto-grants-1989_02
Patent number
US04808749

Reaction notes

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