Epichlorohydrin → HCID 21487960, compound

HRID 1414619Notes

Reaction equation

HRID 1414619 reaction equation
[OH-].[Na+].[C:3]([C:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[O:13][C:12]=1[C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:27]([CH:29]1[O:31][CH2:30]1)Cl>>[C:3]([C:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[O:13][C:12]=1[C:20]1[CH:21]=[CH:22][C:23]([O:26][CH2:27][CH:29]2[O:31][CH2:30]2)=[CH:24][CH:25]=1)(=[O:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 3

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 13264989[2-(4-Hydroxyphenyl)-1-benzofuran-3-yl](phenyl)methanone

Product 1

HCID 21487960HCID 21487960, compound

Procedure

To a mixture of 1.6 g. (0.04 mol.) of sodium hydroxide and 3.7 g. (0.012 mol.) of 3-benzoyl-2-p-hydroxyphenylbenzofuran was added with stirring 10.2 g. (0.11 mol.) of epichlorohydrin. The reaction mixture was refluxed for 1.5 hours, then it was cooled and extracted with methylene chloride. The extract was dried (MgSO4) and concentrated to give a residue which, after chromatography, gave 3-benzoyl-2-[4'-(2,3-epoxypropoxy)phenyl]benzofuran.

Workup

  1. additionTo a mixture of 1.6 g
  2. temperatureThe reaction mixture was refluxed for 1.5 hours
  3. temperatureit was cooled
  4. extractionextracted with methylene chloride
  5. dry with materialThe extract was dried (MgSO4)
  6. concentrationconcentrated
  7. customto give a residue which

Sources & evidence

ORD record
ord-bfb76981e72644e185d32e8815f122aa
Source dataset
uspto-grants-1977_01
Patent number
US04001426

Reaction notes

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