Hydrochloric Acid → (R)-(-)-1-Methyl-3-phenylpropylamine

HRID 1594554Notes

Reaction equation

HRID 1594554 reaction equation
COCC([NH:6][C@H:7]([CH3:16])[CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=O.Cl>>[CH3:16][C@@H:7]([NH2:6])[CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 23627162HCID 23627162, compound

Product 1

HCID 2734033(R)-(-)-1-Methyl-3-phenylpropylamineYield 100.2%

Procedure

This gives 7.4 g (96.25 % ee, 84% of theory) of (R)-N-methoxyacetyl-1-methyl-3-phenyl-propylamine, which is then heated under reflux with 50 ml of 18% strength aqueous hydrochloric acid for 4 hours. Work-up gives 5.0 g (96% ee, 98% of theory) of (R)-1-methyl-3-phenyl-propylamine.

Sources & evidence

ORD record
ord-02cc6d23d55f4629bf99e0469810f943
Source dataset
uspto-grants-2001_09
Patent number
US06284710B1

Reaction notes

Loading…