4-Methoxy-alpha-toluenethiol → (Z)-3-methoxy-4-hydroxystyryl-4-methoxybenzylsulfide

HRID 2308059Notes

Reaction equation

HRID 2308059 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][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][SH:19])=[CH:16][CH:15]=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:18]([S:19][CH:18](/[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:17]1[CH:20]=[CH:21][C:14]([O:13][CH3:12])=[CH:15][CH:16]=1)[C:17]1[CH:20]=[CH:21][C:14]([O:13][CH3:12])=[CH:15][CH:16]=1

Participants

4

Reactant 3

HCID 804074-Methoxy-alpha-toluenethiolHCID 5360545SodiumHCID 123012423-Methoxy-4-hydroxyphenylacetylene

Product 1

HCID 86593398(Z)-3-methoxy-4-hydroxystyryl-4-methoxybenzylsulfide

Procedure

A solution of 3-methoxy-4-hydroxyphenylacetylene (0.02 mol), 4-methoxybenzyl 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-methoxybenzylsulfide. The title compound is obtained following oxidation of the sulfide, according to the General Procedure.

Sources & evidence

ORD record
ord-d9080854a8de4d50b00ee1bd7ad405ef
Source dataset
uspto-grants-2004_12
Patent number
US06833480B2

Reaction notes

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