Water → HCID 55138441, compound

HRID 2041446Notes

Reaction equation

HRID 2041446 reaction equation
[OH-].[K+].Br[CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].[Br:13][C:14]1[CH:15]=[C:16]([SH:20])[CH:17]=[CH:18][CH:19]=1.O>C(O)C>[Br:13][C:14]1[CH:15]=[C:16]([S:20][CH2:4][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:6])[CH:17]=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6259Phenacyl bromideHCID 14797Potassium HydroxideHCID 80597m-Bromobenzenethiol

Product 1

HCID 55138441HCID 55138441, compoundYield 101%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Add potassium hydroxide (4.89 g, 87.3 mmol) and 2-bromoacetophenone (15.8 g, 79.3 mmol) to a solution of 3-bromobenzenethiol (15 g, 79.3 mmol) in ethanol (200 mL, 70% in water) at 0° C. After stirring 16 h, add water to precipitate a yellow solid. Filter to obtain the desired intermediate (24.6 g, 100%).

Workup

  1. customto precipitate a yellow solid
  2. filtrationFilter

Sources & evidence

ORD record
ord-a6edbe0429984d3aa72acea4f2877644
Source dataset
uspto-grants-2013_11
Patent number
US08580780B2

Reaction notes

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