Water → HCID 73796237, compound

HRID 1580312Notes

Reaction equation

HRID 1580312 reaction equation
[F:1][CH:2]([F:11])[S:3][CH2:4][C:5](=O)[C:6]([CH3:9])([CH3:8])[CH3:7].Cl.[NH2:13][OH:14].C(=O)([O-])[O-].[Na+].[Na+].O>C(O)C>[F:1][CH:2]([F:11])[S:3][CH2:4][C:5](=[N:13][OH:14])[C:6]([CH3:9])([CH3:8])[CH3:7]

Participants

6

Reactant 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 21566521HCID 21566521, compound

Product 1

HCID 73796237HCID 73796237, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-difluoromethylthio-3,3-dimethyl-2-butanone (2.21 moles) from example 1, hydroxylamine hydrochloride (2.44 moles) and sodium carbonate (1.22 moles) in aqueous ethanol (1 liter of water and 2.3 liters of ethanol) was heated at its reflux temperature for 7.5 hours. This reaction mixture was poured into water, and the product was extracted into diethyl ether. The ether was washed with water and dried, then the ether extracts were evaporated under reduced pressure leaving a residue of 1-difluoromethylthio-3,3-dimethyl-2-butanone oxime. A pure sample, m.p. 92° to 95°C., was obtained by recrystallization from a mixture of diethyl ether and petroleum ether (b.p. 30° to 60°C.).

Workup

  1. temperaturewas heated at its
  2. temperaturereflux temperature for 7.5 hours
  3. extractionthe product was extracted into diethyl ether
  4. washThe ether was washed with water
  5. customdried
  6. customthe ether extracts were evaporated under reduced pressure

Sources & evidence

ORD record
ord-a302652373b64f7d8314133c49d8eda6
Source dataset
uspto-grants-1976_01
Patent number
US03932508

Reaction notes

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