N-benzyl-6-(4-phenylbutoxy)hexan-1-amine → 6-(4-Phenylbutoxy)hexan-1-amine

HRID 1936212Notes

Reaction equation

HRID 1936212 reaction equation
C([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)C1C=CC=CC=1>CCO.[Pd]>[C:20]1([CH2:19][CH2:18][CH2:17][CH2:16][O:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][NH2:8])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 1

HCID 10914757N-benzyl-6-(4-phenylbutoxy)hexan-1-amine

Product 1

HCID 109669026-(4-Phenylbutoxy)hexan-1-amineYield 97.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4.02 g (11.86 mmol) N-benzyl-6-(4-phenylbutoxy)hexylamine in 40 ml EtOH is hydrogenated at room temperature and atmospheric pressure with 0.4 g 5% Pd/C. When 300 ml H2 have been absorbed, the mixture is filtered on decalite and the filtrate is concentrated to yield 2.89 g (97.9%) 6-(4-phenylbutoxy)hexylamine as an oil.

Workup

  1. customis hydrogenated at room temperature
  2. customWhen 300 ml H2 have been absorbed
  3. filtrationthe mixture is filtered on decalite
  4. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-f81998c366584b50bb1ceae388beb513
Source dataset
uspto-grants-2002_05
Patent number
US06388134B1

Reaction notes

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