Spiro[indoline-3,3'-perhydroazepin]-2-one hydrochloride → Spiro[indoline-3,3'-perhydroazepin]-2-one

HRID 1835854Notes

Reaction equation

HRID 1835854 reaction equation
Cl.[NH:2]1[CH2:8][CH2:7][CH2:6][CH2:5][C:4]2([C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][C:9]2=[O:17])[CH2:3]1>C(O)(=O)C.[Pd]>[NH:2]1[CH2:8][CH2:7][CH2:6][CH2:5][C:4]2([C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][C:9]2=[O:17])[CH2:3]1

Participants

4

Reactant 1

HCID 23500654Spiro[indoline-3,3'-perhydroazepin]-2-one hydrochloride

Product 1

HCID 23500655Spiro[indoline-3,3'-perhydroazepin]-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

Spiro[indoline-3,3′-perhydroazepin]-2-one hydrochloride. The compound from the previous step was hydrogenated in acetic acid over 10% Pd/C at 40 psi H, for 48 h. Evaporation and extractive work-up gave the title compound as a yellow solid (1.51 g). MS (TSP+) m/z: 217 (M+H+, 100) which was converted to the title compound.

Workup

  1. customEvaporation and extractive work-up

Sources & evidence

ORD record
ord-6486a40a7c8c450a86650e2eaed5f1d9
Source dataset
uspto-grants-2004_08
Patent number
US06774132B1

Reaction notes

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