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

HRID 1088048Notes

Reaction equation

HRID 1088048 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-43791727e28b4540b71fef443abd26c5
Source dataset
uspto-grants-1990_10
Patent number
US04960766

Reaction notes

Loading…