Thiophenol → S-phenyl 10-undecenethioate

HRID 1184677Notes

Reaction equation

HRID 1184677 reaction equation
C(N(CC)CC)C.[C:8]1([SH:14])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:15](Cl)(=[O:26])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH2:25]>C1(C)C=CC=CC=1>[C:15](=[O:26])([S:14][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH2:25]

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 8471TriethylamineHCID 3804210-Undecenoyl chloride

Product 1

HCID 12617276S-phenyl 10-undecenethioate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A 50-mL, one-necked, round-bottomed flask was charged with 10 mL toluene, triethylamine (0.70 mL, 5.0 mmol) and thiophenol (0.51 mL, 5.0 mmol). A solution of 10-undecenoyl chloride (1.10 mL, 5.1 mmol) in 15 mL toluene was added by a pressure-equalizing dropping funnel over 30 min while stirring the solution with a magnetic stirrer.

Workup

  1. customover 30 min

Sources & evidence

ORD record
ord-e0d85b53649b4dd68e02cb1473c981a1
Source dataset
uspto-grants-2014_03
Patent number
US08669283B2

Reaction notes

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