Bromine → 5-(2-Bromoacetyl)-1,3-phenylene diacetate
Reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]([C:15](=[O:17])[CH3:16])[CH:8]=[C:9]([O:11][C:12](=[O:14])[CH3:13])[CH:10]=1)(=[O:3])[CH3:2].[Br:18]Br>C(=S)=S>[C:12]([O:11][C:9]1[CH:8]=[C:7]([C:15](=[O:17])[CH2:16][Br:18])[CH:6]=[C:5]([O:4][C:1](=[O:3])[CH3:2])[CH:10]=1)(=[O:14])[CH3:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
4 g of 3′,5′-diacetyloxyacetophenone was suspended in 75 ml of carbon disulfide. Thereto was dropwise added a solution of 0.90 ml of bromine dissolved in 25 ml of carbon disulfide, at room temperature in about 1 hour. The system was heated to about 50° C. ocassionally in the course of dropwise addition and, each time when a reaction started, the system was returned to room temperature and stirred. After the completion of the dropwise addition, stirring was conducted at room temperature for 1 hour. After the completion of the reaction, the solvent was removed by distillation to obtain 5.53 g of 3′,5′-diacetyloxy-2-bromoacetophenone as brown crystals.
Workup
- customwas returned to room temperature
- additionAfter the completion of the dropwise addition
- stirringstirring
- customAfter the completion of the reaction
- customthe solvent was removed by distillation
Sources & evidence
- ORD record
- ord-682ce54f10da4eb9b5b55e2fbdafe877
- Source dataset
- uspto-grants-2002_02
- Patent number
- USRE037556E1
Reaction notes
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