Bromine → 5-(2-Bromoacetyl)-1,3-phenylene diacetate

HRID 1489231Notes

Reaction equation

HRID 1489231 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

HCID 24408BromineHCID 6880155-Acetyl-1,3-phenylene diacetate

Product 1

HCID 187073195-(2-Bromoacetyl)-1,3-phenylene diacetate

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent2×

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

  1. customwas returned to room temperature
  2. additionAfter the completion of the dropwise addition
  3. stirringstirring
  4. customAfter the completion of the reaction
  5. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-42f53206acda404c90c0e4fc2a182575
Source dataset
uspto-grants-1997_10
Patent number
US05677319

Reaction notes

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