Hydrochloric Acid → 1,5-Dichloro-3,3-dimethylpentan-2-one

HRID 2164897Notes

Reaction equation

HRID 2164897 reaction equation
[ClH:1].[Cl:2][CH:3]=[C:4]1[C:8]([CH3:10])([CH3:9])[CH2:7][CH2:6][O:5]1>>[Cl:2][CH2:3][C:4](=[O:5])[C:8]([CH3:10])([CH3:9])[CH2:7][CH2:6][Cl:1]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 536634572-(Chloromethylidene)-3,3-dimethyloxolane

Product 1

HCID 132542791,5-Dichloro-3,3-dimethylpentan-2-oneYield 90%

Procedure

A fast stream of hydrogen chloride gas is passed from a pressure cylinder into ice-cooled 476 g (3.25 mols) of 2-chloromethylene-3,3-dimethyltetrahydrofuran. All of the gas is absorbed, and the internal temperature rises to 30°. After the reaction mixture has been completely saturated with hydrogen chloride, it is stirred for 2 hours at room temperature. Excess hydrogen chloride is first distilled off under a water-jet vacuum, and then a distillation in a high vacuum is carried out. 531 g (2.93 mols, 90%) of 1,5-dichloro-3,3-dimethylpentan-2-one are obtained with a boiling point of 85°-90°/0.3.

Workup

  1. customAll of the gas is absorbed
  2. customrises to 30°
  3. distillationExcess hydrogen chloride is first distilled off under a water-jet vacuum
  4. distillationa distillation in a high vacuum

Sources & evidence

ORD record
ord-9385e673f82f46babf77b4f612b72e67
Source dataset
uspto-grants-1985_03
Patent number
US04507496

Reaction notes

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