Cyclohexanamine, 5-methyl-2-(1-methylethyl)- → HCID 86629952, compound

HRID 539423Notes

Reaction equation

HRID 539423 reaction equation
[CH3:1][CH:2]1[CH2:7][CH:6]([NH2:8])[CH:5]([CH:9]([CH3:11])[CH3:10])[CH2:4][CH2:3]1.[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH2:22][C:23](Cl)=[O:24])[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]>>[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH2:22][C:23]([NH:8][C@H:6]2[CH2:7][C@H:2]([CH3:1])[CH2:3][CH2:4][C@H:5]2[CH:9]([CH3:11])[CH3:10])=[O:24])[CH:17]=[CH:18][C:19]=1[O:20][CH3:21].[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH2:22][C:23]([NH:8][C@@H:6]2[CH2:7][C@@H:2]([CH3:1])[CH2:3][CH2:4][C@@H:5]2[CH:9]([CH3:11])[CH3:10])=[O:24])[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]

Participants

3

Reactant 2

HCID 89497Cyclohexanamine, 5-methyl-2-(1-methylethyl)-3×HCID 3604458(3,4-Dimethoxyphenyl)acetyl chloride

Product 1

HCID 86629952HCID 86629952, compound

Procedure

The aforementioned product is obtained as a colorless solid containing in total 94.2% of the desired neomenthylamine derivatives from racemic neomenthylamine, as in the GP, by reaction with (3,4-dimethoxyphenyl)acetyl chloride. Furthermore, two further isomeric menthylamine derivatives are present at 2.7% and 2.5%, corresponding to a purity over all stereoisomers of 99.4%.

Workup

  1. customThe aforementioned product is obtained as a colorless solid

Sources & evidence

ORD record
ord-a194433508cd411f83af680d51d55d99
Source dataset
uspto-grants-2014_10
Patent number
US08871288B2

Reaction notes

Loading…