Oxalyl chloride → 3,3-Difluorocyclobutanecarbonyl chloride

HRID 1520861Notes

Reaction equation

HRID 1520861 reaction equation
[F:1][C:2]1([F:9])[CH2:5][CH:4]([C:6](O)=[O:7])[CH2:3]1.C(Cl)(=O)C([Cl:13])=O>ClCCl>[F:1][C:2]1([F:9])[CH2:5][CH:4]([C:6]([Cl:13])=[O:7])[CH2:3]1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 137777893,3-Difluorocyclobutane-1-carboxylic acid

Product 1

HCID 838550033,3-Difluorocyclobutanecarbonyl chlorideYield 50%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3,3-Difluorocyclobutanecarboxylic acid (Parkway Scientific, New York, N.Y., USA) (531 mg, 3.90 mmol) was dissolved in dichloromethane (3.00 mL) and oxalyl chloride (1.02 mL, 11.7 mmol) was added. The solution was stirred at room temperature for 4 h before concentrating in vacuo to provide 3,3-difluorocyclobutanecarbonyl chloride (ca. 50% pure), which was carried on without purification.

Workup

  1. concentrationbefore concentrating in vacuo

Sources & evidence

ORD record
ord-f895a7f56e714d33a19ab2dcff52f8cb
Source dataset
uspto-grants-2015_07
Patent number
US09073871B2

Reaction notes

Loading…