Oxalyl chloride → Methyl 5-chloro-4-methyl-5-oxopentanoate

HRID 435462Notes

Reaction equation

HRID 435462 reaction equation
C(Cl)(=O)C([Cl:4])=O.[C:7]([CH2:11][CH2:12][CH:13]([CH3:17])[C:14](O)=[O:15])([O:9][CH3:10])=[O:8]>C(Cl)Cl>[C:7]([CH2:11][CH2:12][CH:13]([CH3:17])[C:14]([Cl:4])=[O:15])([O:9][CH3:10])=[O:8]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 131928974-Carbomethoxy-2-methylbutanoic acid

Product 1

HCID 13192898Methyl 5-chloro-4-methyl-5-oxopentanoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The starting material is prepared as follows: 9.64 g of oxalyl chloride are added to the solution of 6.1 g of 4-carbomethoxy-2-methylbutanoic acid (U.S. Pat. No. 4,052,511) in 50 ml of methylene chloride. The mixture is refluxed for two hours and evaporated, to yield the 4-carbomethoxy-2-methylbutanoyl chloride, which is used as such without further purification.

Workup

  1. customThe starting material is prepared
  2. temperatureThe mixture is refluxed for two hours
  3. customevaporated

Sources & evidence

ORD record
ord-da472c73cc0146febef864ca383b9c23
Source dataset
uspto-grants-1983_08
Patent number
US04401818

Reaction notes

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