Sodium → (Z)-3-methoxy-4-hydroxystyryl-2-chloro-4-fluorobenzylsulfide

HRID 2308061Notes

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].[Cl:12][C:13]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:14]=1[CH2:15][SH:16].[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:15]([S:16][CH:15](/[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:14]1[CH:17]=[CH:18][C:19]([F:21])=[CH:20][C:13]=1[Cl:12])[C:14]1[CH:17]=[CH:18][C:19]([F:21])=[CH:20][C:13]=1[Cl:12]

Participants

Reactant 3

HCID 5360545Sodium

HCID 123012423-Methoxy-4-hydroxyphenylacetylene

HCID 22026132(2-chloro-4-fluorophenyl)methanethiol

Product 1

HCID 86593400(Z)-3-methoxy-4-hydroxystyryl-2-chloro-4-fluorobenzylsulfide

Procedure

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

Sources & evidence

ORD record: ord-4938cb35b73048f88aff242a3cf7d49e
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06833480B2

Reaction notes

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