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

HRID 1072022Notes

Reaction equation

HRID 1072022 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-5220811f4e594906a0764a34a05dfce3
Source dataset
uspto-grants-2005_06
Patent number
US06908929B2

Reaction notes

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