4-Methylbenzyl mercaptan → (Z)-2,4,6-trifluorostyryl4-methylbenzylsulfide

HRID 479019Notes

Reaction equation

HRID 479019 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=1[C:10]#[CH:11].[CH3:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][SH:18])=[CH:15][CH:14]=1.[Na]>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=1/[CH:10]=[CH:11]\[CH:17]([S:18][CH:12](/[CH:11]=[CH:10]\[C:3]1[C:2]([F:1])=[CH:7][C:6]([F:8])=[CH:5][C:4]=1[F:9])[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 180037712-Ethynyl-1,3,5-trifluorobenzene

Product 1

HCID 86585664(Z)-2,4,6-trifluorostyryl4-methylbenzylsulfide

Procedure

A solution of 2,4,6-trifluorophenylacetylene (0.02 mol), 4-methylbenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) is subjected to General Procedure 2 to form (Z)-2,4,6-trifluorostyryl-4-methylbenzylsulfide. The title compound is obtained following oxidation of the sulfide, according to General Procedure 2.

Sources & evidence

ORD record
ord-e02be16bd1de455294ed0f8865ffa58c
Source dataset
uspto-grants-2003_11
Patent number
US06642410B2

Reaction notes

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