Vinyl Chloride → 1,1-Dichloro-4-methyl-3-pentanone

HRID 1290816Notes

Reaction equation

HRID 1290816 reaction equation
[Cl-:1].[Al+3].[Cl-].[Cl-].[CH3:5][CH:6]([CH3:10])[C:7](Cl)=[O:8].[Cl:11][CH:12]=[CH2:13]>ClC(Cl)Cl>[Cl:11][CH:12]([Cl:1])[CH2:13][C:7](=[O:8])[CH:6]([CH3:10])[CH3:5]

Participants

5

Reactant 3

HCID 6338Vinyl ChlorideHCID 62325Isobutyryl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 126568111,1-Dichloro-4-methyl-3-pentanone

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Anhydrous aluminium chloride (27.2 g) was added to a stirred solution of 2-methylpropionyl chloride (23.4 g) in dry trichloromethane (100 ml) with external cooling to between 0° C. and 15° C. Over a period of 1 hour chloroethene (20 g) was passed through the mixture held at 24°-26° C., after which stirring was continued for a further 40 minutes. The reaction mixture was then poured onto crushed ice, the organic layer was separated, dried over magnesium sulphate and distilled under reduced pressure to obtain a colourless liquid of 1,1-dichloro-4-methyl-3-pentanone. Yield 23 g.

Workup

  1. temperaturewith external cooling to between 0° C. and 15° C
  2. customheld at 24°-26° C.
  3. additionThe reaction mixture was then poured
  4. customonto crushed ice
  5. customthe organic layer was separated
  6. dry with materialdried over magnesium sulphate
  7. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-f38f30e8844e4ee8a1aa5ce3e33fc2c1
Source dataset
uspto-grants-1998_05
Patent number
US05753665

Reaction notes

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