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

HRID 464393Notes

Reaction equation

HRID 464393 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 powerful stream of hydrogen chloride gas is passed from a cylinder into 476 g (3.25 mol) of 2-chloromethylene-3,3-dimethyltetrahydrofuran, while cooling with ice. The gas is absorbed completely, and the internal temperature rises to 30° C. When the reaction mixture is completely saturated with hydrogen chloride, it is subsequently stirred at room temperature for 2 hours. Excess hydrogen chloride is first removed under 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-2-pentanone of melting point 85°-90° C./0.3 mbar are obtained. ##STR31##

Workup

  1. temperaturewhile cooling with ice
  2. customThe gas is absorbed completely
  3. customrises to 30° C
  4. customExcess hydrogen chloride is first removed under a water pump
  5. distillationthe mixture is then distilled under a good vacuum

Sources & evidence

ORD record
ord-aa7c6aede0054a43876422e6bbd238ab
Source dataset
uspto-grants-1985_10
Patent number
US04547515

Reaction notes

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