Sulfuryl chloride → 4-Chloro-2-difluoromethoxyimino-3-oxobutyric acid

HRID 1088049Notes

Reaction equation

HRID 1088049 reaction equation
[F:1][CH:2]([F:16])[O:3][N:4]=[C:5]([C:13](=[O:15])[CH3:14])[C:6]([O:8]C(C)(C)C)=[O:7].S(Cl)([Cl:20])(=O)=O>C(O)(=O)C>[Cl:20][CH2:14][C:13](=[O:15])[C:5](=[N:4][O:3][CH:2]([F:16])[F:1])[C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 54363554Tert-butyl 2-difluoromethoxyimino-3-oxobutyrate

Product 1

HCID 539879194-Chloro-2-difluoromethoxyimino-3-oxobutyric acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of tert-butyl 2-difluoromethoxyimino-3-oxobutyrate (5.0 g) in acetic acid (5 ml) was added sulfuryl chloride (8.5 ml). The mixture was stirred at 60°-63° C. for 7 hours. The solvent was evaporated in vacuo to give 4-chloro-2-difluoromethoxyimino-3-oxobutyric acid (4.5 g) as a glassy mass.

Workup

  1. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-8341b81e3fdc465da342b6db9207cad5
Source dataset
uspto-grants-1990_10
Patent number
US04960766

Reaction notes

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