Sodium Acetate → HCID 54131426, compound

HRID 1380953Notes

Reaction equation

HRID 1380953 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH:9]=[N:10][O:11][CH2:12][CH2:13][CH3:14])[CH:3]=1.[C:15]([O-])(=[O:17])[CH3:16].[Na+]>C(OC(=O)C)(=O)C>[C:15]([O:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=1[CH:9]=[N:10][O:11][CH2:12][CH2:13][CH3:14])(=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 136018038HCID 136018038, compound

Product 1

HCID 54131426HCID 54131426, compoundYield 70.4%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

To a stirred solution of 6.4 grams (0.03 mole) of 4-chloro-2-[(propoxyimino)methyl]phenol (prepared in the manner of Example 1) in 50 ml of acetic anhydride was added in one portion 2.5 grams (0.03 mole) of sodium acetate. The reaction mixture was heated at 90°-100° for two hours, cooled to ambient temperature, and poured into 200 ml of ice-water. The mixture was stirred until the ice melted. A colorless oil separated and was extracted with portions of methylene chloride. The combined extracts were dried with sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to a residual oil. The oil was distilled under reduced pressure to give 5.4 grams of 4-chloro-2-[(propoxyimino)methy]phenyl acetate; bp 95°-107°/3.333 Pa.

Workup

  1. temperatureThe reaction mixture was heated at 90°-100° for two hours
  2. customA colorless oil separated
  3. extractionwas extracted with portions of methylene chloride
  4. dry with materialThe combined extracts were dried with sodium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under reduced pressure to a residual oil
  7. distillationThe oil was distilled under reduced pressure

Sources & evidence

ORD record
ord-f54b47f09ea94e89aa52b243ce69b731
Source dataset
uspto-grants-1986_04
Patent number
US04584318

Reaction notes

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