Oxalyl chloride → 2,2-Dimethyl-4-pentenoyl chloride

HRID 1677512

Reaction equation

HRID 1677512 reaction equation
C(Cl)(=O)C([Cl:4])=O.[CH3:7][C:8]([CH3:15])([CH2:12][CH:13]=[CH2:14])[C:9](O)=[O:10]>ClCCl>[CH3:7][C:8]([CH3:15])([CH2:12][CH:13]=[CH2:14])[C:9]([Cl:4])=[O:10]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 1400652,2-Dimethyl-4-pentenoic acid

Product 1

HCID 110735602,2-Dimethyl-4-pentenoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (5.1 mL, 58 mmol) was added to a 0-5° C. solution of 2,2-dimethyl-4-pentenoic acid (5.00 g, 39.0 mmol) in 25 mL of dichloromethane. The mixture was stirred for 3 h, then concentrated to afford crude 2,2-dimethyl-4-pentenoyl chloride, which was dissolved in 10 mL of dichloromethane for use in the next step.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-3dc61d9a38ab42caaf21e48095bd6932
Source dataset
uspto-grants-2011_08
Patent number
US08008298B2

Linked notes

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