Sodium → (Z)-3-methoxy4-acetoxystyryl-2,4,5-trimethoxybenzylsulfide

HRID 479020Notes

Reaction equation

HRID 479020 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]#[CH:14])[CH:6]=[CH:7][C:8]=1[O:9][C:10](=[O:12])[CH3:11].[CH3:15][O:16][C:17]1[CH:24]=[C:23]([O:25][CH3:26])[C:22]([O:27][CH3:28])=[CH:21][C:18]=1[CH2:19][SH:20].[Na]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][C:8]=1[O:9][C:10](=[O:12])[CH3:11])/[CH:13]=[CH:14]\[CH:19]([S:20][CH:19](/[CH:14]=[CH:13]\[C:5]1[CH:6]=[CH:7][C:8]([O:9][C:10](=[O:12])[CH3:11])=[C:3]([O:2][CH3:1])[CH:4]=1)[C:18]1[CH:21]=[C:22]([O:27][CH3:28])[C:23]([O:25][CH3:26])=[CH:24][C:17]=1[O:16][CH3:15])[C:18]1[CH:21]=[C:22]([O:27][CH3:28])[C:23]([O:25][CH3:26])=[CH:24][C:17]=1[O:16][CH3:15]

Participants

4

Reactant 3

HCID 5360545SodiumHCID 10488827(2,4,5-Trimethoxyphenyl)methanethiolHCID 226038063-Methoxy-4-acetoxyphenylacetylene

Product 1

HCID 86585665(Z)-3-methoxy4-acetoxystyryl-2,4,5-trimethoxybenzylsulfide

Procedure

A solution of 3-methoxy-4-acetoxyphenylacetylene (0.02 mol), 2,4,5-trimethoxybenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) is subjected to General Procedure 2 to form (Z)-3-methoxy-4-acetoxystyryl-2,4,5-trimethoxybenzylsulfide. The title compound is obtained following oxidation of the sulfide, according to General Procedure 2.

Sources & evidence

ORD record
ord-3171e2314ed34bee928d898732eb8149
Source dataset
uspto-grants-2003_11
Patent number
US06642410B2

Reaction notes

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