Thiophenol → HCID 53899637, compound

HRID 839278Notes

Reaction equation

HRID 839278 reaction equation
CC(C)([O-])C.[K+].[C:7]1([SH:13])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH3:14][O:15][C:16]([C:18]12[CH2:23][CH:22]1[CH:21]([O:24][Si:25]([CH3:28])([CH3:27])[CH3:26])[CH2:20][C:19]2=[O:29])=[O:17]>>[CH3:14][O:15][C:16]([CH:18]1[CH:22]([CH2:23][S:13][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:21]([O:24][Si:25]([CH3:26])([CH3:28])[CH3:27])[CH2:20][C:19]1=[O:29])=[O:17]

Participants

4

Reactant 3

HCID 7969ThiophenolHCID 23665647Potassium tert-butoxideHCID 54484718HCID 54484718, compound

Product 1

HCID 53899637HCID 53899637, compoundYield 66.7%

Procedure

In accordance with the process of Preparation 3, potassium t-butoxide (246 mg; 2.2 mmol), thiophenol (220 mg; 2 mmol) and 2-oxo-4-trimethylsilyloxy-bicyclo[3.1.0] hexane-1-carboxylic acid methyl ester (484 mg; 2 mmol) were used to obtain 470 mg of 2-oxo-5-phenylthiomethyl-4-trimethylsilyloxy-cyclopentanecarboxylic acid methyl ester as a viscous oil.

Sources & evidence

ORD record
ord-1b14767ccc134d259128eb8dfb971707
Source dataset
uspto-grants-1978_06
Patent number
US04094886

Reaction notes

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