N-Methylhomoveratrylamine → HCID 13645635, compound

HRID 280054Notes

Reaction equation

HRID 280054 reaction equation
[CH:1]([N:4]([CH2:20][CH2:21][CH:22]=O)[S:5]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[C:9]=1[O:18][CH3:19])(=[O:7])=[O:6])([CH3:3])[CH3:2].[CH3:24][NH:25][CH2:26][CH2:27][C:28]1[CH:37]=[CH:36][C:33]([O:34][CH3:35])=[C:30]([O:31][CH3:32])[CH:29]=1>C(O)C.O=[Pt]=O>[CH3:32][O:31][C:30]1[CH:29]=[C:28]([CH2:27][CH2:26][N:25]([CH3:24])[CH2:22][CH2:21][CH2:20][N:4]([CH:1]([CH3:2])[CH3:3])[S:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[C:9]=2[O:18][CH3:19])(=[O:6])=[O:7])[CH:37]=[CH:36][C:33]=1[O:34][CH3:35]

Participants

5

Reactant 2

HCID 77039N-MethylhomoveratrylamineHCID 13645634HCID 13645634, compound

Product 1

HCID 13645635HCID 13645635, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

N-isopropyl-N-(3-oxopropyl)-2,3,4-trimethoxybenzenesulfonamide prepared in the previous paragraph (7.50 g, 0.0384 m), N-methyl-homoveratrylamine (6.83 g, 0.350 m) in absolute ethanol (100 ml) containing PtO2 (0.5 g) was shaken under hydrogen all day. The crude product (8.01 g) obtained from this procedure after chromatography gave the pure title compound, a white gum (5.71 g).

Workup

  1. customThe crude product (8.01 g) obtained from this procedure after chromatography

Sources & evidence

ORD record
ord-b0522054fcb948e2a372f6d7df5853e2
Source dataset
uspto-grants-1986_05
Patent number
US04587360

Reaction notes

Loading…