Chloroacetaldehyde → chloroacetaldehyde O-tert-butyloxime

HRID 2305078Notes

Reaction equation

HRID 2305078 reaction equation
[Cl:1][CH2:2][CH:3]=O.Cl.[C:6]([O:10][NH2:11])([CH3:9])([CH3:8])[CH3:7]>>[C:6]([O:10][N:11]=[CH:3][CH2:2][Cl:1])([CH3:9])([CH3:8])[CH3:7]

Participants

3

Reactant 2

HCID 33ChloroacetaldehydeHCID 2777906O-tert-butylhydroxylamine hydrochloride

Product 1

HCID 53697151chloroacetaldehyde O-tert-butyloximeYield 94%

Procedure

To 9.81 g of 40% aqueous chloroacetaldehyde solution was added 3.77 g of O-tert-butylhydroxylamine hydrochloride with stirring at room temperature. After stirring at room temperature for 2 hours, the reaction mixture was extracted twice with diethyl ether. The diethyl ether layers were combined, washed with water, dried over anhydrous magnesium sulfate, and concentrated, which afforded 4.21 g (yield, 94%) of chloroacetaldehyde O-tert-butyloxime, nD23.2 1.4418.

Workup

  1. stirringAfter stirring at room temperature for 2 hours
  2. extractionthe reaction mixture was extracted twice with diethyl ether
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c98a80b8d9764a9cb7a2d36247097384
Source dataset
uspto-grants-2002_08
Patent number
US06437184B1

Reaction notes

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