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

HRID 2061521Notes

Reaction equation

HRID 2061521 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-78b84fe1a54d40c7b36ae00a744540fe
Source dataset
uspto-grants-2012_10
Patent number
US08283362B2

Reaction notes

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