Water → HCID 11064260, compound

HRID 1763965Notes

Reaction equation

HRID 1763965 reaction equation
[O:1]1[CH2:3][C:2]1([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O>B(F)(F)F.CCOCC.C1C=CC=CC=1>[Cl:16][C:13]1[CH:12]=[CH:11][C:10]([CH:2]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:3]=[O:1])=[CH:15][CH:14]=1

Participants

5

Reactant 2

HCID 962WaterHCID 20309081HCID 20309081, compound

Product 1

HCID 11064260HCID 11064260, compound

Reagents, catalysts & solvents 2

HCID 8000Boron trifluoride etherateCatalystHCID 241BenzeneSolvent

Procedure

Borontrifluoride etherate (5 drops) was added to a solution of the crude epoxide (9 0g) in dry benzene (250 ml). After 5 minutes water was added and the benzene layer washed with water until no longer acidic. Evaporation of solvent gave an oil which was chromatographed on silica gel; elution with progressively graded mixtures of light petroleum and ether yielded p-chlorophenyl-phenylacetaldehyde (5 68g 62%9 as an oil.

Workup

  1. washthe benzene layer washed with water until no longer acidic
  2. customEvaporation of solvent
  3. customgave an oil which
  4. customwas chromatographed on silica gel
  5. washelution with progressively graded mixtures of light petroleum and ether

Sources & evidence

ORD record
ord-f281c9ea5fb6405d91f419f5d4867650
Source dataset
uspto-grants-1978_09
Patent number
US04113972

Reaction notes

Loading…