(2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile → HCID 131714330, compound

HRID 1719745Notes

Reaction equation

HRID 1719745 reaction equation
[CH3:1][C:2]1([CH3:17])[C@@H:4]([C:5]#[C:6][C:7](=[O:13])[O:8][CH2:9][CH:10]([F:12])[F: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]>>[CH3:1][C:2]1([CH3:17])[C@@H:4]([C:5]#[C:6][C:7](=[O:13])[O:8][CH2:9][CH:10]([F:11])[F:12])[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

3

Reactant 2

HCID 9837437(2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrileHCID 22837141HCID 22837141, compound

Product 1

HCID 131714330HCID 131714330, compoundYield 62.2%

Procedure

Using the procedure of Step F of Example 9, 4.1 g of the acid of Step C and 4.5 g of (S)α-cyano-3-phenoxy-benzyl alcohol were reacted to obtain 4.7 g of (S)α-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[3-oxo-3-(2,2-difluoroethoxy)-1-propynyl]-cyclopropane-carboxylate after elution with a 6-4 mixture of petroleum ether (B. Pt. 40°-70° C.)-isopropyl ether.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-a3a03cfea08146fa9be6c6c3c97f3eed
Source dataset
uspto-grants-1985_09
Patent number
US04542142

Reaction notes

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