4-Methylbenzyl mercaptan → (Z)-3-methoxy-4-hydroxystyryl-4-methylbenzylsulfide

HRID 2308060Notes

Reaction equation

HRID 2308060 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:10]#[CH:11])[CH:6]=[CH:7][C:8]=1[OH:9].[CH3:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][SH:18])=[CH:15][CH:14]=1.[Na]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][C:8]=1[OH:9])/[CH:10]=[CH:11]\[CH:17]([S:18][CH:12](/[CH:11]=[CH:10]\[C:5]1[CH:6]=[CH:7][C:8]([OH:9])=[C:3]([O:2][CH3:1])[CH:4]=1)[C:13]1[CH:20]=[CH:19][C:16]([CH3:17])=[CH:15][CH:14]=1)[C:16]1[CH:19]=[CH:20][C:13]([CH3:12])=[CH:14][CH:15]=1

Participants

4

Reactant 3

HCID 782524-Methylbenzyl mercaptanHCID 5360545SodiumHCID 123012423-Methoxy-4-hydroxyphenylacetylene

Product 1

HCID 86593399(Z)-3-methoxy-4-hydroxystyryl-4-methylbenzylsulfide

Procedure

A solution of 3-methoxy-4-hydroxyphenylacetylene (0.02 mol), 4-methylbenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) is subjected to the General Procedure to form (Z)-3-methoxy-4-hydroxystyryl-4-methylbenzylsulfide. The title compound is obtained following oxidation of the sulfide, according to the General Procedure.

Sources & evidence

ORD record
ord-fc935c33dcdb478aa128465dd960fbc1
Source dataset
uspto-grants-2004_12
Patent number
US06833480B2

Reaction notes

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