Phenethylamine → Benzylmethyl(tetrahydropyran-4-yl)amine

HRID 751655Notes

Reaction equation

HRID 751655 reaction equation
[CH2:1]([CH2:8][NH2:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:10]1[CH2:15][CH2:14][C:13](=O)[CH2:12][CH2:11]1>>[CH2:1]([CH2:8][NH:9][CH:13]1[CH2:14][CH2:15][O:10][CH2:11][CH2:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 1001PhenethylamineHCID 121599Tetrahydro-4H-pyran-4-one

Product 1

HCID 29010582Benzylmethyl(tetrahydropyran-4-yl)amine

Procedure

The title compound was prepared according to Preparation 85 from N-benzylmethylamine and tetrahydro-4H-pyran-4-one. Purification of the crude material by chromatography using dichloromethane/methanol (98:2) as the eluent gave the title compound as a yellow oil. δH (CD3OD): 7.50–7.40 (5H, m), 4.08 (2H, m), 4.06-(2H, s), 3.49–3.40 (2H, ddd), 3.23–3.14 (1H, m), 2.51 (3H, s), 2.03–1.97 (2H, m), 1.89–1.76 (2H, m).

Workup

  1. customThe title compound was prepared
  2. customPurification of the crude material by chromatography

Sources & evidence

ORD record
ord-4cf1015e9e7e433781427d11a3f8e43c
Source dataset
uspto-grants-2008_07
Patent number
US07405210B2

Reaction notes

Loading…