Sodium → (Z)-3,4-dihydroxystyryl-2-chloro-4-methoxybenzylsulfide

HRID 2308062Notes

Reaction equation

[OH:1][C:2]1[CH:3]=[C:4]([C:9]#[CH:10])[CH:5]=[CH:6][C:7]=1[OH:8].[Cl:11][C:12]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:13]=1[CH2:14][SH:15].[Na]>>[OH:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[OH:8])/[CH:9]=[CH:10]\[CH:14]([S:15][CH:14](/[CH:10]=[CH:9]\[C:4]1[CH:5]=[CH:6][C:7]([OH:8])=[C:2]([OH:1])[CH:3]=1)[C:13]1[CH:16]=[CH:17][C:18]([O:20][CH3:21])=[CH:19][C:12]=1[Cl:11])[C:13]1[CH:16]=[CH:17][C:18]([O:20][CH3:21])=[CH:19][C:12]=1[Cl:11]

Participants

Reactant 3

HCID 5360545Sodium

HCID 226037784-Ethynylbenzene-1,2-diol

HCID 22603791HCID 22603791, compound

Product 1

HCID 86593401(Z)-3,4-dihydroxystyryl-2-chloro-4-methoxybenzylsulfide

Procedure

A solution of 3,4-dihydroxyphenylacetylene (0.02 mol), 2-chloro-4-methoxybenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) is subjected to the General Procedure to form (Z)-3,4-dihydroxystyryl-2-chloro-4-methoxybenzylsulfide. The title compound is obtained following oxidation of the sulfide, according to the General Procedure.

Sources & evidence

ORD record: ord-56bb6cb64de041f8ab6f295b5384f783
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06833480B2

Reaction notes

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