2-Bromobenzyl bromide → HCID 59749687, compound

HRID 1045643Notes

Reaction equation

HRID 1045643 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4]Br.[C:10]([O-:13])(=[S:12])[CH3:11].[K+]>CC(C)=O>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][S:12][C:10](=[O:13])[CH3:11]

Participants

4

Reactant 2

HCID 769652-Bromobenzyl bromideHCID 23670855Potassium ethanethioate

Product 1

HCID 59749687HCID 59749687, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2-bromo-benzyl bromide (1 ml, Aldrich 187070) in acetone was added potassium thioacetate (0.9 g, Aldrich 241776) and the mixture refluxed for 2 hr. The reaction mixture was purified on a plug of silica eluting through with further acetone to give thioacetic acid S-(2-bromo-benzyl) ester (1.57 g) 1H-NMR (400 MHz, CDCl3): 2.34 (3H, s), 4.24 (2H, s), 7.09-7.14 (1H, dt), 7.23-7.27 (1H, dt), 7.44-7.46 (1H, dd), 7.54-7.56 (1H, dd).

Workup

  1. temperaturethe mixture refluxed for 2 hr
  2. customThe reaction mixture was purified on a plug of silica eluting through with further acetone

Sources & evidence

ORD record
ord-70238789d79b458b97f7ca56c30cf795
Source dataset
uspto-grants-2013_10
Patent number
US08569301B2

Reaction notes

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