Benzyl mercaptan → HCID 86588947, compound

HRID 431158Notes

Reaction equation

HRID 431158 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[CH:9])=[CH:4][CH:3]=1.[CH2:10]([SH:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Na]>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]\[CH:10]([S:17][CH:1](/[CH:9]=[CH:8]\[C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 7509Benzyl mercaptanHCID 13018p-EthynyltolueneHCID 5360545Sodium

Product 1

HCID 86588947HCID 86588947, compound

Procedure

A solution of 4-methylphenylacetylene (0.02 mol) and benzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) was subjected to Procedure 2 to form (Z)-4-methylstyryl benzylsulfide. The title compound was obtained in 70% yield following oxidation. 1HNMR (CDC13) δ2.48 (3H, s), 4.60 (2H, s), 6.68 (1H, d, JH,H=11.94), 7.20-7.65 (9H aromatic+1H ethylenic).

Sources & evidence

ORD record
ord-19b0160564de4b53b8ac1b11ef38ec09
Source dataset
uspto-grants-2003_12
Patent number
US06656973B2

Reaction notes

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