Epichlorohydrin → HCID 21518619, compound

HRID 1283647Notes

Reaction equation

HRID 1283647 reaction equation
[CH2:1]([C:5]1[O:6][C:7]2[CH:23]=[CH:22][CH:21]=[CH:20][C:8]=2[C:9]=1[C:10](=[O:19])[C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[OH:18])[CH2:2][CH2:3][CH3:4].[CH2:24]([CH:26]1[O:28][CH2:27]1)Cl.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH2:1]([C:5]1[O:6][C:7]2[CH:23]=[CH:22][CH:21]=[CH:20][C:8]=2[C:9]=1[C:10](=[O:19])[C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[O:18][CH2:24][CH:26]1[O:28][CH2:27]1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 21518608HCID 21518608, compound

Product 1

HCID 21518619HCID 21518619, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-n-butyl-3-(4'-chloro-2'-hydroxybenzoyl)benzofuran, 30 ml. of epichlorohydrin and 15 g. of potassium carbonate in 200 ml. of ethanol was refluxed for 18 hours. The reaction mixture was concentrated, water was added to the residue and the aqueous solution was extracted with methylene chloride. The extracts were washed with water, dried (MgSO4) and concentrated in vacuo to give 2-n-butyl-3-[4'-chloro-2'-(2,3-epoxy)propoxybenzoyl]benzofuran which was purified by dry column chromatography on alumina with chloroform as eluant.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionwater was added to the residue
  3. extractionthe aqueous solution was extracted with methylene chloride
  4. washThe extracts were washed with water
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-96e17e69009a4d5882ee27fe9adcc936
Source dataset
uspto-grants-1976_08
Patent number
US03975537

Reaction notes

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