Triethylamine → Ethyl 3-(4-bromophenylthio)propionate

HRID 129607

Reaction equation

HRID 129607 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.[C:9]([O:13][CH2:14][CH3:15])(=[O:12])[CH:10]=[CH2:11].C(N(CC)CC)C.[OH-].[Na+]>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:11][CH2:10][C:9]([O:13][CH2:14][CH3:15])=[O:12])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 8821Ethyl AcrylateHCID 14798Sodium HydroxideHCID 660494-Bromothiophenol

Product 1

HCID 15064009Ethyl 3-(4-bromophenylthio)propionate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 10.4 g (55.2 mmol) of 4-bromothiophenol and 6.49 g (55.4 mmol of ethyl acrylate in 5 mL of dichloromethane was added 4.13 g (41 mmol) of triethylamine at 0° C. under argon. The resulting solution was warmed to room temperature and stirred for 12 hours. The solution was then treated with 50 mL 10% aqueous NaOH and the product extracted into 3×100 mL ether.

Workup

  1. extractionthe product extracted into 3×100 mL ether

Sources & evidence

ORD record
ord-f9802117dfb34df0bd40699d01fb8eed
Source dataset
uspto-grants-1995_11
Patent number
US05468879

Linked notes

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