Bromine → HCID 89486588, compound

HRID 526797Notes

Reaction equation

HRID 526797 reaction equation
[C:1]([O:9][CH2:10][CH2:11][CH2:12][C:13](=[C:15]=[O:16])[CH3:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:17]Br>ClCCl>[C:1]([O:9][CH2:10][CH2:11][CH:12]([Br:17])[C:13](=[C:15]=[O:16])[CH3:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 89486070HCID 89486070, compound

Product 1

HCID 89486588HCID 89486588, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The intermediate, 4-carbonylpentyl benzoate (72 mmol), was dissolved in 75 ml dichloromethane. The temperature of the system was maintained below 5° C., bromine (3.7 ml, 72 mmol) was then slowly added dropwise. After the addition was completed, the stirring was maintained for half an hour, until the color of the reaction system disappears. The product was then washed with water, dried with anhydrous magnesium sulfate, and concentrated, to obtain the intermediate, i.e. 3-bromo-4-carbonylpentyl benzoate, which was directly applied in the next step without further purification.

Workup

  1. temperatureThe temperature of the system was maintained below 5° C.
  2. additionAfter the addition
  3. temperaturethe stirring was maintained for half an hour, until the color of the reaction system
  4. washThe product was then washed with water
  5. dry with materialdried with anhydrous magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-f6e20a416a8d45019f0f7f78885cd58a
Source dataset
uspto-grants-2016_05
Patent number
US09346770B2

Reaction notes

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