1-Bromo-3-chloropropane → HCID 15020374, compound

HRID 1460234Notes

Reaction equation

HRID 1460234 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[C:5](=[O:15])[C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([O:13][CH3:14])[CH:7]=1)[CH3:2].Br[CH2:18][CH2:19][CH2:20][Cl:21].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([O:3][C:4](=[O:16])[C:5](=[O:15])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:18][CH2:19][CH2:20][Cl:21])=[C:8]([O:13][CH3:14])[CH:7]=1)[CH3:2]

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 54439901HCID 54439901, compound

Product 1

HCID 15020374HCID 15020374, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1 mole of 4-hydroxy-3-methoxy-α-oxobenzeneacetic acid ethyl ester, 2 mole of 1-bromo-3-chloropropane and 3 mole of anhydrous potassium carbonate in 3 liters of acetone is heated at reflux for 20 hr. The mixture is cooled, filtered and the filtrate concentrated to give a solid residue. The solid is triturated with petroleum ether (30°-60° C.), collected by filtration and dried to give the title compound.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 20 hr
  3. temperatureThe mixture is cooled
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated
  6. customto give a solid residue
  7. customThe solid is triturated with petroleum ether (30°-60° C.)
  8. filtrationcollected by filtration
  9. customdried

Sources & evidence

ORD record
ord-d725f56a9f634279b1458a55093068d8
Source dataset
uspto-grants-1991_12
Patent number
US05070087

Reaction notes

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