Acetyl hypofluorite → 4-Chloro-3,5-difluoro-2-methylpyridine

Reaction equation

[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]([CH3:9])[CH:3]=1.[F:10]OC(=O)C>>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]([CH3:9])[C:3]=1[F:10]

Participants

Reactant 2

HCID 127602Acetyl hypofluorite

HCID 196914104-Chloro-5-fluoro-2-methylpyridine

Product 1

HCID 196912304-Chloro-3,5-difluoro-2-methylpyridine

Procedure

4-Chloro-5-fluoro-2-picoline is treated with 1.1 equivalents of acetyl hypofluorite as described by O. Lerman, et al. J Org Chem, 49: 806-813 (1984) to afford the title compound.

Sources & evidence

ORD record: ord-6be519bfa24b404b82af4b0e9d174bb5
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05726182

Reaction notes

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