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

HRID 1633264Notes

Reaction equation

HRID 1633264 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

9.64 g of oxalyl chloride are added to the solution of 6.1 g of 4-carbomethoxy-2-methylbutanoic acid (US-Patent 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. temperatureThe mixture is refluxed for two hours
  2. customevaporated

Sources & evidence

ORD record
ord-dd6c8f39fd1b4f689c835e597478b7e8
Source dataset
uspto-grants-1984_10
Patent number
US04479963

Reaction notes

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