Potassium Hydroxide → O-(2,4,6-trimethylbenzyl)hydroxylamine

HRID 328355Notes

Reaction equation

HRID 328355 reaction equation
[OH-].[K+].C([NH:8][O:9][CH2:10][C:11]1[C:16]([CH3:17])=[CH:15][C:14]([CH3:18])=[CH:13][C:12]=1[CH3:19])(OCC)=O>>[CH3:19][C:12]1[CH:13]=[C:14]([CH3:18])[CH:15]=[C:16]([CH3:17])[C:11]=1[CH2:10][O:9][NH2:8]

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 21441810N-carboethoxy-O-(2,4,6-trimethylbenzyl)hydroxylamine

Product 1

HCID 22487017O-(2,4,6-trimethylbenzyl)hydroxylamineYield 71.4%

Procedure

200 ml of an aqueous solution of 45 g (0.8 mole) of potassium hydroxide was added to 47.5 g (0.2 mole) of the N-carboethoxy-O-(2,4,6-trimethylbenzyl)hydroxylamine prepared as described in Reference Example 1, and the mixture was heated under refluxing for 5 hours. The reaction mixture was allowed to stand for 12 hours, the precipitated crystals were collected by filtration and washed with water to obtain 23.6 g (70.6% yield) of O-(2,4,6-trimethylbenzyl)hydroxylamine. Recrystallization from diethyl ether-petroleum ether (1:3 by volume) yielded a product having a melting point of 54 - 55° C which was subjected to elementary analysis.

Workup

  1. customprepared
  2. temperaturethe mixture was heated
  3. temperatureunder refluxing for 5 hours
  4. filtrationthe precipitated crystals were collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-f2c98ae19d48410999f87af0f73bf082
Source dataset
uspto-grants-1977_04
Patent number
US04017512

Reaction notes

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