2-Amino-1-phenylpropan-1-ol hydrochloride → (1S,2R)-(+)-Norephedrine

HRID 1598295Notes

Reaction equation

HRID 1598295 reaction equation
[CH3:1][CH:2]([NH2:11])[CH:3]([OH:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.Cl.[OH-].[Na+]>O>[CH3:1][CH:2]([NH2:11])[CH:3]([OH:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 90652-Amino-1-phenylpropan-1-ol hydrochlorideHCID 14798Sodium Hydroxide

Product 1

HCID 4786(1S,2R)-(+)-Norephedrine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Phenylpropanolamine hydrochloride was dissolved in the water and to this solution there was added, rapidly with stirring, 20 gm of sodium hydroxide dissolved in 100 ml of water. The mixture was allowed to stand at 10° C. overnight. Crystals of the free base were filtered, washed with water and dried in vacuum over calcium chloride. This process yielded 59 gm of free base phenylpropanolamine.

Workup

  1. additionwas added
  2. filtrationCrystals of the free base were filtered
  3. washwashed with water
  4. dry with materialdried in vacuum over calcium chloride

Sources & evidence

ORD record
ord-8f8fd49571a64745887468f718f48809
Source dataset
uspto-grants-1998_04
Patent number
US05736573

Reaction notes

Loading…