Ethanolamine → (S)-2-(2-Hydroxy-ethylamino)-1-phenyl-ethanol

HRID 737070Notes

Reaction equation

HRID 737070 reaction equation
[CH2:1]1[O:9][C@H:2]1[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:10]([CH2:12][NH2:13])[OH:11]>O>[OH:11][CH2:10][CH2:12][NH:13][CH2:1][C@H:2]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:9]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 114946(S)-styrene oxide

Product 1

HCID 57849522(S)-2-(2-Hydroxy-ethylamino)-1-phenyl-ethanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5 g of (S)-(+)-styrene oxide and 15.410 mL ethanol amine were stirred at room temperature overnight. The solution is poured into water and the water was extracted with dichloromethane. The combined dichloromethane layers were washed with brine and concentrated. The oil was used crude. Assumed quantitative yield carried on to the next step. Theoretical wt: 7.9 g

Workup

  1. extractionthe water was extracted with dichloromethane
  2. washThe combined dichloromethane layers were washed with brine
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-ef4d8bb745b34369841d9e42f6463be2
Source dataset
uspto-grants-2009_09
Patent number
US07595397B2

Reaction notes

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