1-Bromo-3-chloropropane → HCID 12016522, compound

HRID 1167840Notes

Reaction equation

HRID 1167840 reaction equation
[CH:1]1([C:4]([C:6]2[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=2)=[O:5])[CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+].Br[CH2:20][CH2:21][CH2:22][Cl:23]>CC(=O)CC>[Cl:23][CH2:22][CH2:21][CH2:20][O:12][C:9]1[CH:8]=[CH:7][C:6]([C:4]([CH:1]2[CH2:2][CH2:3]2)=[O:5])=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 10515124-cyclopropanecarbonylphenol

Product 1

HCID 12016522HCID 12016522, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

The product from Example 151A (10 g, 61.7 mmol), K2CO3 (12.7 g, 91.9 mmol), and 1-bromo-3-chloropropane (10.74 g, 68.2 mmol) in 2-butanone (100 mL) was refluxed for 24 hours, cooled to ambient temperature, filtered, and concentrated. The filtrate was heated at 40° C. under reduced pressure for 3 hours to provide the title compound (13.256 g, 90% yield) of sufficient purity for subsequent use without further purification.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. temperatureThe filtrate was heated at 40° C. under reduced pressure for 3 hours

Sources & evidence

ORD record
ord-62a8360aef8940468e609377e8e7ac24
Source dataset
uspto-grants-2003_09
Patent number
US06620839B2

Reaction notes

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