Phenethylamine → Benzylmethyl(tetrahydropyran-4-yl)amine

HRID 1693400Notes

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

Reactant 2

HCID 1001Phenethylamine

HCID 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

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

Sources & evidence

ORD record: ord-d9cc353fc64241e2ae3840d37006558c
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08158622B2

Reaction notes

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