DL-Ephedrine → Pseudoephedrine

HRID 1732429Notes

Reaction equation

HRID 1732429 reaction equation
[CH3:1][CH:2]([NH:11][CH3:12])[CH:3]([OH:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.CC1C=CC=CC=1C(Cl)=O>>[CH3:1][C@H:2]([NH:11][CH3:12])[C@@H:3]([OH:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 5032DL-EphedrineHCID 702762-Methylbenzoyl chloride

Product 1

HCID 7028Pseudoephedrine

Procedure

It was also reported that the reaction of 1-ephedrine with o-methylbenzoyl chloride and subsequent hydrolysis of the resulting amide gave d-pseudoephedrine. Welsh, J. Am. Chem. Soc., 71, 3500 (1949).

Sources & evidence

ORD record
ord-536a66a25795420dbf3e52e847479fdb
Source dataset
uspto-grants-1980_12
Patent number
US04237304

Reaction notes

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