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

HRID 1153952Notes

Reaction equation

HRID 1153952 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%

Conditions

Temperature
30 °C

Procedure

A strong stream of hydrogen chloride gas is introduced, from a cylinder, into 476 g (3.25 mols) of 2-chloromethylene-3,3-dimethyltetrahydrofuran, while cooling with ice. The gas is absorbed completely, and the internal temperature increases to 30° C. After complete saturation with hydrogen chloride, the reaction mixture is stirred for a further 2 hours at room temperature. Excess hydrogen chloride is first drawn off by a water pump, and the mixture is then distilled under a good vacuum. 531 g (90% of theory) of 1,5-dichloro-3,3-dimethyl-pentan-2-one of boiling point 85°-90° C./0.3 mbar are obtained. ##STR33##

Workup

  1. temperaturewhile cooling with ice
  2. customThe gas is absorbed completely
  3. distillationthe mixture is then distilled under a good vacuum

Sources & evidence

ORD record
ord-5213b2557a5b4410845eaeec2a789df0
Source dataset
uspto-grants-1984_12
Patent number
US04487776

Reaction notes

Loading…