Water → HCID 86738197, compound

HRID 647455Notes

Reaction equation

HRID 647455 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[N:19][OH:20])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-:18])=[O:17].[OH2:21].N1[CH:27]=[CH:26]C=CC=1>C(OC(=O)C)(=O)C>[C:26]([OH:17])(=[O:21])[CH3:27].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[N:19][OH:20])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-:18])=[O:17]

Participants

5

Reactant 3

HCID 962WaterHCID 1049PyridineHCID 73177336HCID 73177336, compound

Product 1

HCID 86738197HCID 86738197, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

To a solution of 8 g of 1-(2-fluorophenyl)-2-(2-nitrophenyl)ethanone oxime in 20 ml of pyridine, 10 ml of acetic anhydride is added dropwise. The mixture is warmed (steam bath) for 31/2 hours, poured into water and extracted with methylene chloride. The methylene chloride extract is washed with 5% hydrochloric acid, dried over anhydrous sodium sulfate, filtered and evaporated. The residual oil is distilled at 5 mm to give 1-(2-fluorophenyl)-2-(2-nitrophenyl)ethanone oxime acetate, bp 133°-135° C.

Workup

  1. temperatureThe mixture is warmed (steam bath) for 31/2 hours
  2. extractionextracted with methylene chloride
  3. extractionThe methylene chloride extract
  4. washis washed with 5% hydrochloric acid
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. distillationThe residual oil is distilled at 5 mm

Sources & evidence

ORD record
ord-1d492fa6ef3c49c693c67d6f6c36a449
Source dataset
uspto-grants-1983_10
Patent number
US04409145

Reaction notes

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