Ethanolamine → HCID 55286986, compound
Reaction equation
[CH:1]12[O:6][CH:5]1[CH2:4][CH2:3][CH2:2]2.[NH2:7][CH2:8][CH2:9][OH:10]>C(O)C>[OH:10][CH2:9][CH2:8][NH:7][C@@H:1]1[CH2:2][CH2:3][CH2:4][C@H:5]1[OH:6]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A mixture of 6-oxabicyclo[3.1.0]hexane (3.00 g, 35.7 mmol) and 2-aminoethanol (2.18 g, 35.7 mmol) in ethanol (15 mL) was stirred at 80° C. in a sealed tube for 16 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo. Purification using silica gel chromatography (Eluant: methanol in dichloromethane) afforded the title compound. Yield: 1.6 g, 11 mmol, 31%. 1H NMR (400 MHz, DMSO-d6) δ 4.43-4.64 (br m, 2H), 3.68-3.75 (m, 1H), 3.44 (t, J=5.6 Hz, 2H), 2.71-2.77 (m, 1H), 2.58-2.63 (m, 2H), 1.73-1.89 (m, 2H), 1.47-1.64 (m, 2H), 1.34-1.44 (m, 1H), 1.17-1.28 (m, 1H).
Workup
- temperatureThe reaction mixture was cooled to room temperature
- concentrationconcentrated in vacuo
- customPurification
Sources & evidence
- ORD record
- ord-2e8fa30616df4835bdfa03800675a7f5
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08916564B2
Reaction notes
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