Benzyl-(6,7,8,9-tetrahydro-5H-benzocyclohepten-7-yl)-amine → 6,7,8,9-Tetrahydro-5H-benzocyclohepten-7-ylamine

HRID 1815075Notes

Reaction equation

HRID 1815075 reaction equation
C([NH:8][CH:9]1[CH2:15][CH2:14][C:13]2[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=2[CH2:11][CH2:10]1)C1C=CC=CC=1>CO.[Pd]>[CH:16]1[C:13]2[CH2:14][CH2:15][CH:9]([NH2:8])[CH2:10][CH2:11][C:12]=2[CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 1

HCID 22499189Benzyl-(6,7,8,9-tetrahydro-5H-benzocyclohepten-7-yl)-amine

Product 1

HCID 117895196,7,8,9-Tetrahydro-5H-benzocyclohepten-7-ylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyl-(6,7,8,9-tetrahydro-5H-benzocyclohepten-7-yl)-amine (2.80 g) is dissolved in methanol (100 mL) and the compound is deprotected by adding a catalytic amount of 10% palladium on charcoal and placing the solution under an atmosphere of hydrogen. The reaction is shown to be complete by TLC after 24 hours. The catalyst is filtered off and the solvent is removed in vacuo. The product is not purified further. TLC (silica, dichloromethane/methanol 25:1 Rf=0.15).

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe solvent is removed in vacuo
  3. customThe product is not purified further

Sources & evidence

ORD record
ord-395274e4807b4fe4b87e242c456ed35f
Source dataset
uspto-grants-2005_04
Patent number
US06878721B1

Reaction notes

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