Water → HCID 58961415, compound

HRID 1436367Notes

Reaction equation

HRID 1436367 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Br:11])[CH:6]=1)=[O:4].[S-:12][C:13]#[N:14].[K+].O>C(O)C>[Br:11][C:7]1[CH:6]=[C:5]([C:3](=[O:4])[CH2:2][S:12][C:13]#[N:14])[CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 516872Potassium thiocyanateHCID 5195852-Bromo-1-(3-bromophenyl)ethan-1-one

Product 1

HCID 58961415HCID 58961415, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2,3′-dibromoacetophenone (13.5436 g, 48.7 mmol) and potassium thiocyanate (5.2125 g, 53.6 mmol) in 200 mL of absolute ethanol was stirred under nitrogen at room temperature for 5.5 h. The reaction was added to 600 mL of water and the mixture stirred at room temperature for 2 h. The solid present was collected by filtration, rinsed with water, ice-cold ethanol, hexane and then dried under high vacuum to give 2-(3-bromophenyl)-2-oxoethyl thiocyanate (11.5591 g, 93%) as a white solid, mp 91-93° C.; MS (ES) m/z 253.8 [M+H]+.

Workup

  1. stirringthe mixture stirred at room temperature for 2 h
  2. filtrationThe solid present was collected by filtration
  3. washrinsed with water, ice-cold ethanol, hexane
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-6a90f73cb99c42d7b720fdaa2fc5da1b
Source dataset
uspto-grants-2009_11
Patent number
US07618990B2

Reaction notes

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