Bromine → HCID 21990092, compound

HRID 597824Notes

Reaction equation

HRID 597824 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

10.0 g of 1-(2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl)-1-ethanone was dissolved in 100 ml of methylene chloride. Thereafter, 2.94 ml of bromine was added dropwise to the obtained solution. The obtained mixture was stirred at a room temperature for 1 hour. Thereafter, the reaction mixture was poured into ice water, and an organic layer was separated. The organic layer was successively washed with water and a saturated saline solution, and then dried over anhydrous magnesium sulfate. The solvent was then distilled away under a reduced pressure, so as to obtain 16.4 g of a yellow oil product, 2-bromo-1-(2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl)-1-ethanone.

Workup

  1. customan organic layer was separated
  2. washThe organic layer was successively washed with water
  3. dry with materiala saturated saline solution, and then dried over anhydrous magnesium sulfate
  4. distillationThe solvent was then distilled away under a reduced pressure

Sources & evidence

ORD record
ord-c7591c3b7af040529fbac16fc15318c5
Source dataset
uspto-grants-2011_03
Patent number
US07897594B2

Reaction notes

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