Chloroacetaldehyde → HCID 54229290, compound

HRID 2305077Notes

Reaction equation

HRID 2305077 reaction equation
[Cl:1][CH2:2][CH:3]=O.Cl.[Cl:6][C:7]([Cl:12])=[CH:8][CH2:9][O:10][NH2:11]>>[Cl:6][C:7]([Cl:12])=[CH:8][CH2:9][O:10][N:11]=[CH:3][CH2:2][Cl:1]

Participants

3

Reactant 2

HCID 33ChloroacetaldehydeHCID 18429391HCID 18429391, compound

Product 1

HCID 54229290HCID 54229290, compoundYield 96%

Procedure

To 2.94 g of 40% aqueous chloroacetaldehyde solution was added 2.94 g of O-(3,3-dichloro-2-propenyl)hydroxylamine 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 1.94 g (yield, 96%) of chloroacetaldehyde O-(3,3-dichloro-2-propenyl)oxime, nD23.2 1.5038.

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-4c74e086026746e3b6267d89366fc689
Source dataset
uspto-grants-2002_08
Patent number
US06437184B1

Reaction notes

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