Water → 1-(2-Chlorophenyl)-3-(2-hydroxyiminopropyl)indole

HRID 1606508Notes

Reaction equation

HRID 1606508 reaction equation
Cl.[NH2:2][OH:3].C([O-])(=O)C.[Na+].O.[Cl:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]([CH2:26][C:27](=O)[CH3:28])=[CH:18]1>C(O)C>[Cl:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]([CH2:26][C:27](=[N:2][OH:3])[CH3:28])=[CH:18]1

Participants

6

Reactant 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 215435021-(2-Chlorophenyl)-3-(2-oxopropyl)indole

Product 1

HCID 539360231-(2-Chlorophenyl)-3-(2-hydroxyiminopropyl)indole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.1g (0.03 mole) of hydroxylamine hydrochloride and 2.1g of sodium acetate dissolved in 10 ml. of water are added to 5.8g (0.02 mole) of 1-(2-chlorophenyl)-3-(2-oxopropyl)indole dissolved in 50 ml of ethyl alcohol. Stirring is carried out overnight at room temperature, the oxime which has precipitated is filtered (without heat), washed with water and dried. It is recrystallised from 30 ml of di-isopropyl ether.

Workup

  1. customthe oxime which has precipitated
  2. filtrationis filtered
  3. temperature(without heat)
  4. washwashed with water
  5. customdried
  6. customIt is recrystallised from 30 ml of di-isopropyl ether

Sources & evidence

ORD record
ord-b0e7582457214aba8c5fae80398d58b8
Source dataset
uspto-grants-1976_04
Patent number
US03953442

Reaction notes

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