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

HRID 2076798Notes

Reaction equation

HRID 2076798 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 in vacuo. 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 in vacuo

Sources & evidence

ORD record
ord-6af10f9895bb4110aeae49ccecd52fb2
Source dataset
uspto-grants-2011_04
Patent number
US07928103B2

Reaction notes

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