Carbon Tetrachloride → 1-(p-Chlorophenoxy)-3,3-dimethyl-4-chloro-2-butanone

HRID 1253038Notes

Reaction equation

HRID 1253038 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][C:8](=[O:14])[C:9]([CH3:13])([CH3:12])[CH2:10]O)=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:37]>>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][C:8](=[O:14])[C:9]([CH3:13])([CH3:12])[CH2:10][Cl:37])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 201382891-(p-Chlorophenoxy)-3,3-dimethyl-4-hydroxy-2-butanone

Product 1

HCID 201382951-(p-Chlorophenoxy)-3,3-dimethyl-4-chloro-2-butanone

Procedure

Into a 100-ml egg plant type flask were placed 2.4 g of 1-(p-chlorophenoxy)-3,3-dimethyl-4-hydroxy-2-butanone, 2.6 g of triphenylphosphine and 50 ml of carbon tetrachloride, which were then refluxed for 18 hours. The reaction mixture was cooled, the crystals separating out were filtered off, and the filtrate was concentrated in a vacuum. The residue obtained was purified by silica gel column chromatography, giving 1.8 g of the above-identified desired compound.

Workup

  1. customInto a 100-ml egg plant type flask were placed
  2. temperatureThe reaction mixture was cooled
  3. customthe crystals separating out
  4. filtrationwere filtered off
  5. concentrationthe filtrate was concentrated in a vacuum
  6. customThe residue obtained
  7. customwas purified by silica gel column chromatography

Sources & evidence

ORD record
ord-f8e4ddd6dd9644e38fd966178d844820
Source dataset
uspto-grants-1988_05
Patent number
US04746673

Reaction notes

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