Hydroxyamine hydrochloride → HCID 86739593, compound

HRID 358214Notes

Reaction equation

HRID 358214 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=O)[CH:12]([CH3:22])[CH2:13][N:14]2[CH2:19][CH:18]([CH3:20])[O:17][CH:16]([CH3:21])[CH2:15]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[ClH:24].[NH2:25][OH:26]>C(O)C>[ClH:24].[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[N:25][OH:26])[CH:12]([CH3:22])[CH2:13][N:14]2[CH2:19][CH:18]([CH3:20])[O:17][CH:16]([CH3:21])[CH2:15]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 12768117HCID 12768117, compound

Product 1

HCID 86739593HCID 86739593, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
5 °C

Procedure

9.5 g (0.03 mole) of p-tert.-butyl-2-methyl-3-(2,6-dimethyl-morpholin-4-yl)-propiophenone were heated under reflux with 3.6 g (0.05 mole) of hydroxylamine hydrochloride in 80 ml of ethanol for 20 hours. After cooling to 5° C., the mixture was filtered. The filtrate was concentrated, the residue was suspended in dilute sodium hydroxide solution and the suspension was extracted with chloroform. Ethereal hydrochloric acid was added to the organic phase and the reaction product which had precipitated was filtered off. 10.6 g (96% of theory) of p-tert.-butyl-2-methyl-3-(2,6-dimethyl-morpholin-4-yl)-propiophenone oxime hydrochloride of melting point 214° to 16° C. were obtained.

Workup

  1. filtrationthe mixture was filtered
  2. concentrationThe filtrate was concentrated
  3. extractionthe suspension was extracted with chloroform
  4. additionEthereal hydrochloric acid was added to the organic phase
  5. customthe reaction product which had precipitated
  6. filtrationwas filtered off

Sources & evidence

ORD record
ord-f3461c3a4b8c4205b99d01f4209d939c
Source dataset
uspto-grants-1984_08
Patent number
US04465678

Reaction notes

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