Formic Acid → 5-Chloro-3,3-dimethyl-4-oxopentyl formate

HRID 2164898Notes

Reaction equation

HRID 2164898 reaction equation
[Cl:1][CH:2]=[C:3]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH2:5][O:4]1.[CH:10]([OH:12])=[O:11]>>[Cl:1][CH2:2][C:3](=[O:4])[C:7]([CH3:9])([CH3:8])[CH2:6][CH2:5][O:11][CH:10]=[O:12]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 536634572-(Chloromethylidene)-3,3-dimethyloxolane

Product 1

HCID 132692745-Chloro-3,3-dimethyl-4-oxopentyl formateYield 87%

Procedure

29.2 g (0.2 mol) of 2-chloromethylene-3,3-dimethyltetrahydrofuran, in 100 ml of formic acid, are heated at 60° for 5 hours. Fractional distillation produces 34 g (0.174 mol, 87%) of 1-chloro-3,3-dimethyl-5-formyloxypentan-2-one with a boiling point of 110°/0.2.

Workup

  1. distillationFractional distillation

Sources & evidence

ORD record
ord-4d75f259b5aa41abb34ae9f754bbc7bf
Source dataset
uspto-grants-1985_03
Patent number
US04507496

Reaction notes

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