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

HRID 244776Notes

Reaction equation

HRID 244776 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-53f496462eb3464a980cd589f78c7181
Source dataset
uspto-grants-2014_02
Patent number
US08658673B2

Reaction notes

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