Diacetone Alcohol → 4-Hydroxy-4-methyl-pentan-2-one oxime

HRID 1375590Notes

Reaction equation

HRID 1375590 reaction equation
[OH:1][C:2]([CH3:8])([CH3:7])[CH2:3][C:4](=O)[CH3:5].Cl.[NH2:10][OH:11].C(=O)(O)[O-].[Na+]>O>[OH:1][C:2]([CH3:8])([CH3:7])[CH2:3][C:4](=[N:10][OH:11])[CH3:5]

Participants

5

Reactant 3

HCID 31256Diacetone AlcoholHCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 854395374-Hydroxy-4-methyl-pentan-2-one oxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-hydroxy-4-methyl-2-pentanone (10.0 g, 85.7 mmole) and hydroxylamine hydrochloride (22.17 g, 343 mmole) in 90 ml of water was stirred vigorously at room temperature. To this solution was added slowly over a period of an hour solid sodium bicarbonate (26.8 g, 343 mmole). After 3 hours the reaction mixture was extracted with ethyl acetate (3×, 100 ml), dried (MgSO4) and evaporated under reduced pressure, to give the product as an oil. Yield 11.2 g

Workup

  1. extractionAfter 3 hours the reaction mixture was extracted with ethyl acetate (3×, 100 ml)
  2. dry with materialdried (MgSO4)
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-9e886e14c20d41768fc55c6dcc127e94
Source dataset
uspto-grants-2007_01
Patent number
US07169794B2

Reaction notes

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