Acetyl chloride → 3,3-Difluorooxolane-2,5-dione

HRID 905009Notes

Reaction equation

HRID 905009 reaction equation
C(OC(=O)C)(=O)C.C(Cl)(=O)C.[F:12][C:13]([F:21])([CH2:17][C:18]([OH:20])=[O:19])[C:14](O)=[O:15]>>[F:12][C:13]1([F:21])[CH2:17][C:18](=[O:20])[O:19][C:14]1=[O:15]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 7918Acetic AnhydrideHCID 695812,2-Difluorosuccinic acid

Product 1

HCID 131892433,3-Difluorooxolane-2,5-dione

Conditions

Temperature
50 °C

Procedure

To a solution of 10.8 mL of acetic anhydride and 10.8 mL of acetyl chloride at 0° C. was added 10.80 g (0.070 mol) of 2,2-difluorosuccinic acid in several portions. The mixture was heated for 1 hr at 50° C. and cooled. The reaction was concentrated under reduced pressure to yield 2,2-difluorosuccinic anhydride. NMR (CDCl3) δ3.56 ppm (triplet, 2, J=15 Hz).

Workup

  1. temperaturecooled
  2. concentrationThe reaction was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e426336fe26543fc847359a25070b833
Source dataset
uspto-grants-1983_12
Patent number
US04421690

Reaction notes

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