Benzyl mercaptan → HCID 11085502, compound

HRID 1369026Notes

Reaction equation

HRID 1369026 reaction equation
[C:1]1([C:7]#[CH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:9]([SH:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[Na]>>[CH:8](/[S:16][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[CH:7]/[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 7509Benzyl mercaptanHCID 10821PhenylacetyleneHCID 5360545Sodium

Product 1

HCID 11085502HCID 11085502, compound

Procedure

A solution of phenylacetylene (0.02 mol) and benzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) was subjected to the General Procedure, part A, to form Z-styryl benzylsulfide. The title compound was obtained in 65% yield by oxidation of the sulfide according to the General Procedure, part B. 1HNMR (CDC13) δ4.50 (2H, s), 6.65 (1H, d, JH,H=11.2), 7.18-7.74 (10H aromatic+1H ethylenic).

Sources & evidence

ORD record
ord-c5254de7278a437a872575f892751ccb
Source dataset
uspto-grants-2003_06
Patent number
US06576675B1

Reaction notes

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