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

HRID 411249Notes

Reaction equation

HRID 411249 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

A solution of Example 1A (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 room temperature, filtered, and concentrated. The concentrate was heated to 40° C. under vacuum for three hours to afford 13.256 g (90%) of the desired product of sufficient purity for subsequent use without further purification.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. temperatureThe concentrate was heated to 40° C. under vacuum for three hours

Sources & evidence

ORD record
ord-9135953ab0614420a313ecb9453cf48c
Source dataset
uspto-grants-2003_05
Patent number
US06559140B2

Reaction notes

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