Hydrochloric Acid → HCID 21444476, compound

HRID 328256Notes

Reaction equation

HRID 328256 reaction equation
Cl.[C:2]1([C:8]2([OH:29])[CH2:13][CH2:12][N:11]([CH2:14][CH:15]3[CH2:24][CH2:23][C:22]4[C:17](=[CH:18][CH:19]=[C:20]([N+:25]([O-])=O)[CH:21]=4)[C:16]3=[O:28])[CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[OH-].[NH4+]>O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Fe+2].O>[C:2]1([C:8]2([OH:29])[CH2:13][CH2:12][N:11]([CH2:14][CH:15]3[CH2:24][CH2:23][C:22]4[C:17](=[CH:18][CH:19]=[C:20]([NH2:25])[CH:21]=4)[C:16]3=[O:28])[CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 21444656HCID 21444656, compound

Product 1

HCID 21444476HCID 21444476, compound

Reagents, catalysts & solvents 2

HCID 62662Ferrous sulfate heptahydrateCatalystHCID 962WaterSolvent

Procedure

A mixture of 4.17 g. of 2-(4-phenyl-4-hydroxypiperidinomethyl)-6-nitro-1-tetralone hydrochloride, 20 g. of iron-(II) sulfate heptahydrate, 45 ml. of water and 0.15 ml. of concentrated hydrochloric acid is heated at 100° with stirring. 10 ml. of concentrated ammonium hydroxide solution are added at 80° and the mixture is heated for 10 minutes more on a steam bath. It is allowed to cool, extracted with chloroform and worked up to give 2-(4-phenyl-4-hydroxypiperidinomethyl)-6-amino-1-tetralone.

Workup

  1. additionA mixture of 4.17 g
  2. temperaturethe mixture is heated for 10 minutes more on a steam bath
  3. temperatureto cool
  4. extractionextracted with chloroform

Sources & evidence

ORD record
ord-8f9b5a2cec4743529beca73bf694c352
Source dataset
uspto-grants-1977_04
Patent number
US04016281

Reaction notes

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