Methanol → (E)-4-Cyclohexyl-2-(4-methanesulfonyl-phenyl)-but-2-enoic acid ethyl ester

HRID 2103588Notes

Reaction equation

HRID 2103588 reaction equation
[CH2:1]([O:3][C:4](=[O:22])/[C:5](/[C:14]1[CH:19]=[CH:18][C:17](SC)=[CH:16][CH:15]=1)=[CH:6]/[CH2:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)[CH3:2].O[O:24][S:25]([O-:27])=O.[K+].[CH3:29]O>>[CH2:1]([O:3][C:4](=[O:22])/[C:5](/[C:14]1[CH:19]=[CH:18][C:17]([S:25]([CH3:29])(=[O:27])=[O:24])=[CH:16][CH:15]=1)=[CH:6]/[CH2:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)[CH3:2]

Participants

4

Reactant 3

HCID 887MethanolHCID 23707502Potassium hydroxy sulfiteHCID 67084509(E)-4-Cyclohexyl-2-(4-methylsulfanyl-phenyl)-but-2-enoic acid ethyl ester

Product 1

HCID 67084356(E)-4-Cyclohexyl-2-(4-methanesulfonyl-phenyl)-but-2-enoic acid ethyl ester

Procedure

Following the method of example 54d, using (E)-4-cyclohexyl-2-(4-methylsulfanyl-phenyl)-but-2-enoic acid ethyl ester (978 mg, 3.07 mmol) dissolved in methanol 5 h at ambient temperature after the addition of oxone® (2.45 g, 3.99 mmol) gives the title compound as an yellow oil (1.02 g). MS (m/e): 351 (M+H).

Sources & evidence

ORD record
ord-f62b7fe6f9a0494aa168164a339dede8
Source dataset
uspto-grants-2009_08
Patent number
US07576108B2

Reaction notes

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