Bromine → 2-Bromo-1-[3-(3-chloro-propoxy)-phenyl]-ethanone

HRID 8358

Reaction equation

HRID 8358 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:12](=[O:14])[CH3:13])[CH:9]=[CH:10][CH:11]=1.[Br:15]Br.C(=O)(O)[O-].[Na+]>CCOCC>[Br:15][CH2:13][C:12]([C:8]1[CH:9]=[CH:10][CH:11]=[C:6]([O:5][CH2:4][CH2:3][CH2:2][Cl:1])[CH:7]=1)=[O:14]

Participants

5

Reactant 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 143487521-[3-(3-Chloropropoxy)phenyl]ethanone

Product 1

HCID 220155922-Bromo-1-[3-(3-chloro-propoxy)-phenyl]-ethanone

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of the product of Step A (2.1 g) in ether (11 mL) was treated with bromine (0.53 mL) and the mixture stirred for 26 hours. The mixture was poured into saturated sodium bicarbonate solution (50 mL) and the organic layer was separated. The aqueous layer was washed with a fresh portion of ether (50 mL) and the combined organic layers were washed with brine (50 mL), dried over magnesium sulfate, filtered, and evaporated to yield the title compound (2.8 g).

Workup

  1. customthe organic layer was separated
  2. washThe aqueous layer was washed with a fresh portion of ether (50 mL)
  3. washthe combined organic layers were washed with brine (50 mL)
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-dc9dcb2a36e24c068b009367510622ad
Source dataset
uspto-grants-2006_08
Patent number
US07087757B2

Linked notes

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