Water → HCID 20203319, compound

HRID 978468Notes

Reaction equation

HRID 978468 reaction equation
Cl.[CH3:2][O:3][NH2:4].O.C(=O)([O-])[O-:7].[K+].[K+].[C:12](Cl)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(Cl)Cl>[CH3:2][O:3][N:4]([C:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[OH:7]

Participants

6

Reactant 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 11430Potassium CarbonateHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 20203319HCID 20203319, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a stirred mixture of 0.312 mole methoxyamine hydrochloride in cooled (to about 0° C.) water, 0.312 mole potassium carbonate was added in portions; the temperature of the reaction mixture was maintained at about 0° C. during the addition. To that cool mixture, 0.25 mole benzoyl chloride dissolved in methylene chloride (about 300 ml) was added dropwise over about 0.5 hours. The temperature of the reaction mixture was kept at about 0 to 10° C. for the first hour; the reaction mixture was then allowed to come to room temperature and was stirred overnight. The layers were phase separated. The methylene chloride layer was dried over magnesium sulfate and then stripped. The residue was washed with cold ethyl ether/hexane to give the above-identified product as an off-white solid, melting point 58-60° C.

Workup

  1. additionwas added in portions
  2. additionwas added dropwise over about 0.5 hours
  3. customwas kept at about 0 to 10° C. for the first hour
  4. customto come to room temperature
  5. customseparated
  6. dry with materialThe methylene chloride layer was dried over magnesium sulfate
  7. washThe residue was washed with cold ethyl ether/hexane

Sources & evidence

ORD record
ord-076c3169b84d44b8ba008925f4c36923
Source dataset
uspto-grants-1987_05
Patent number
US04665093

Reaction notes

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