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

HRID 1839656Notes

Reaction equation

HRID 1839656 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-1f4182a0e19c4b4f8f6ed3732832b648
Source dataset
uspto-grants-2004_01
Patent number
US06677368B2

Reaction notes

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