Carbon Tetrachloride → HCID 75088899, compound

HRID 1680145Notes

Reaction equation

HRID 1680145 reaction equation
[N:1](Cl)=[O:2].[CH3:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:14])[CH3:13])=[CH:8][CH:7]=1.C(Cl)(Cl)(Cl)[Cl:16]>>[Cl:16][C:13]([C:12](=[O:14])[C:9]1[CH:10]=[CH:11][C:6]([O:5][CH3:4])=[CH:7][CH:8]=1)=[N:1][OH:2]

Participants

4

Reactant 3

HCID 5943Carbon Tetrachloride2×HCID 74764'-MethoxyacetophenoneHCID 17601Nitrosyl chloride

Product 1

HCID 75088899HCID 75088899, compoundYield 62.7%

Conditions

Temperature
35 °C

Procedure

To a stirred solution of 60 g (0.92 mole) of nitrosyl chloride dissolved in 1300 ml of carbon tetrachloride at 5°-10° C. was added, over a period of 10 minutes, a solution of 60 g (0.4 mole) of p-methoxyacetophenone in 200 ml of carbon tetrachloride. The reaction mixture was then warmed to 35° C. and stirred at 35°-38° C. for 90 minutes during which the product precipitated (some cooling was necessary to maintain the temperature in the specified range). The reaction mixture was then warmed to 40° C. and after 15 minutes was cooled to 5° C. and filtered. The filter cake was washed with 400 ml of carbon tetrachloride and air-dried to provide 53.6 g (62.7% yield) of 1-chloro-1-p-methoxybenzoylformaldoxime as a white solid, m.p. 118°-125° C., which was sufficiently pure for further synthetic use.

Workup

  1. additionwas added, over a period of 10 minutes
  2. customprecipitated (some cooling
  3. temperatureto maintain the temperature in the specified range)
  4. temperatureThe reaction mixture was then warmed to 40° C. and after 15 minutes
  5. temperaturewas cooled to 5° C.
  6. filtrationfiltered
  7. washThe filter cake was washed with 400 ml of carbon tetrachloride
  8. customair-dried

Sources & evidence

ORD record
ord-09ab002432b140158352b55caf80c267
Source dataset
uspto-grants-1981_06
Patent number
US04272453

Reaction notes

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