Bromine → HCID 21990092, compound

HRID 2377174Notes

Reaction equation

HRID 2377174 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([CH2:10][CH2:11][OH:12])=[CH:4][C:3]=1[C:13](=[O:15])[CH3:14].[Br:16]Br>C(Cl)Cl>[Br:16][CH2:14][C:13]([C:3]1[CH:4]=[C:5]([CH2:10][CH2:11][OH:12])[C:6]([O:8][CH3:9])=[CH:7][C:2]=1[OH:1])=[O:15]

Participants

4

Reactant 2

HCID 24408BromineHCID 21990138HCID 21990138, compound

Product 1

HCID 21990092HCID 21990092, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 100 mL of methylene chloride was dissolved 10.0 g of 1-[2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl]-1-ethanone, and 2.94 mL of bromine was added dropwise to the solution, after which the resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice water and the organic layer was separated. The organic layer was washed with water and then a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 16.4 g of 2-bromo-1-[2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl]-1-ethanone as a yellow oil.

Workup

  1. additionwas added dropwise to the solution
  2. customthe organic layer was separated
  3. washThe organic layer was washed with water
  4. dry with materiala saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-502792cc7f1545739018e7f278e1e1b1
Source dataset
uspto-grants-2008_12
Patent number
US07468443B2

Reaction notes

Loading…