Ammonium Hydroxide → HCID 1078643, compound

HRID 1486807Notes

Reaction equation

HRID 1486807 reaction equation
[CH2:1]([O:8][CH2:9][C@@H:10]1[CH2:12][O:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH4+:13].[OH-]>O>[NH2:13][CH2:12][C@H:10]([OH:11])[CH2:9][O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 146296Oxirane, ((phenylmethoxy)methyl)-, (S)- (9CI)

Product 1

HCID 1078643HCID 1078643, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

ER-886133 and ER-886134: A solution of (S)-2-((benzyloxy)methyl)oxirane (65 g, 0.396 mol) and 28% NH4OH in water was stirred at rt for 14 h after which time the completed reaction was concentrated and azeotroped two times with toluene (150 mL each) to obtained (S)-1-amino-3-(benzyloxy)propan-2-ol (70.6 g, 0.390 mol, 98% yield) as a crude white solid.

Workup

  1. customthe completed reaction
  2. concentrationwas concentrated
  3. customazeotroped two times with toluene (150 mL each)

Sources & evidence

ORD record
ord-7ec09a6c130048759f4303e14635cffe
Source dataset
uspto-grants-2016_08
Patent number
US09428495B2

Reaction notes

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