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

HRID 2401592Notes

Reaction equation

HRID 2401592 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-cf762ec0605a47c3bfdd2f77b62b6028
Source dataset
uspto-grants-2014_08
Patent number
US08796307B2

Reaction notes

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