Hydroxylamine HCl → 1,5,6,7-Tetrahydro-indol-4-one oxime

HRID 983056

Reaction equation

HRID 983056 reaction equation
[NH:1]1[C:9]2[CH2:8][CH2:7][CH2:6][C:5](=O)[C:4]=2[CH:3]=[CH:2]1.[Cl-].[OH:12][NH3+:13]>N1C=CC=CC=1>[NH:1]1[C:9]2[CH2:8][CH2:7][CH2:6][C:5](=[N:13][OH:12])[C:4]=2[CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 21645Hydroxylamine HClHCID 2802291,5,6,7-Tetrahydro-4H-indol-4-one

Product 1

HCID 9156771,5,6,7-Tetrahydro-indol-4-one oxime

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred solution of 1,5,6,7-tetrahydro-indol-4-one (5.4 g) in pyridine (40 mL) was added hydroxyammonium chloride (2 eq.) at rt. After 2 hours, the solvent was removed and the residue was diluted with water and extracted with ethyl acetate. The combined extracts were washed with brine, dried and concentrated to give 5.5 g of 1,5,6,7-tetrahydro-indol-4-one oxime as a pale yellow solid.

Workup

  1. customthe solvent was removed
  2. additionthe residue was diluted with water
  3. extractionextracted with ethyl acetate
  4. washThe combined extracts were washed with brine
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-67cf765a192c41c893670e580db22e07
Source dataset
uspto-grants-2005_03
Patent number
US06861418B2

Linked notes

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