Hydrochloric Acid → Tert-butyl 2-difluoromethoxyimino-3-oxobutyrate

HRID 1614075Notes

Reaction equation

HRID 1614075 reaction equation
[F:1][CH:2]([F:22])[O:3][N:4]=[C:5]([C:13](=NC1C=CC=CC=1)[CH3:14])[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].Cl.[O:24]1CCCC1>>[F:1][CH:2]([F:22])[O:3][N:4]=[C:5]([C:13](=[O:24])[CH3:14])[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 54271622Tert-butyl 2-difluoromethoxyimino-3-phenyliminobutyrate

Product 1

HCID 54363554Tert-butyl 2-difluoromethoxyimino-3-oxobutyrate

Conditions

Temperature
20 °C

Procedure

To a solution of tert-butyl 2-difluoromethoxyimino-3-phenyliminobutyrate (0.76 g) in tetrahydrofuran (3.8 ml) was added 1N hydrochloric acid (3.64 ml) under ice-cooling. After being stirred at 20° C. for 1.5 hours, the mixture was extracted with ethyl acetate. The separated organic layer was washed with water three times, dried over magnesium sulfate and concentrated under reduced pressure to give tert-butyl 2-difluoromethoxyimino-3-oxobutyrate (0.55 g).

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe separated organic layer was washed with water three times
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1f412220276d46b18d39bd0ae87475e9
Source dataset
uspto-grants-1993_03
Patent number
US05194432

Reaction notes

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