1-Bromo-3-chloropropane → HCID 14171590, compound

HRID 1704099Notes

Reaction equation

HRID 1704099 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.Br[CH2:14][CH2:15][CH2:16][Cl:17].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:12][O:11][C:9](=[O:10])[CH2:8][C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:14][CH2:15][CH2:16][Cl:17])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 518900Benzeneacetic acid, 4-hydroxy-, methyl ester

Product 1

HCID 14171590HCID 14171590, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 47.4 g of methyl p-hydroxyphenylacetate, 28.5 ml of 3-bromo-1-chloropropane, 38.6 g of potassium carbonate and 700 ml of acetone is stirred and refluxed for 24 hours. The mixture is chilled, filtered and the solvent removed under reduced pressure. Distillation of the residue gives 52.1 g of colorless oil, bp 144°-146° C. at 0.25mm.

Workup

  1. temperaturerefluxed for 24 hours
  2. temperatureThe mixture is chilled
  3. filtrationfiltered
  4. customthe solvent removed under reduced pressure
  5. distillationDistillation of the residue

Sources & evidence

ORD record
ord-0ed8bc6735b84a7cad23dfe087e95b75
Source dataset
uspto-grants-1978_11
Patent number
US04125732

Reaction notes

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