1-(4-Benzyloxy-benzyl)-cyclopropylamine → 4-((1-Aminocyclopropyl)methyl)phenol

HRID 29823Notes

Reaction equation

HRID 29823 reaction equation
C([O:8][C:9]1[CH:19]=[CH:18][C:12]([CH2:13][C:14]2([NH2:17])[CH2:16][CH2:15]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.[Pd]>[NH2:17][C:14]1([CH2:13][C:12]2[CH:18]=[CH:19][C:9]([OH:8])=[CH:10][CH:11]=2)[CH2:16][CH2:15]1

Participants

4

Reactant 1

HCID 231061211-(4-Benzyloxy-benzyl)-cyclopropylamine

Product 1

HCID 597892324-((1-Aminocyclopropyl)methyl)phenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Hydrogenation of 5.00 g (19.7 mmol) 1-(4-benzyloxy-benzyl)-cyclopropylamine in 60 mL methanol at 3 bar with palladium on charcoal as catalyst. Yield: 2.25 g (70%); mass spectroscopy: [M+H]+=164.

Sources & evidence

ORD record
ord-5661b20c00ac4af59e1384376713aefb
Source dataset
uspto-grants-2008_09
Patent number
US07423035B2

Reaction notes

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