Diethyl Carbonate → 3-(1-Hydroxy-2,2,2-trifluoroethyl)-3-n-propyloxetane
Reaction equation
[F:1][C:2]([F:10])([F:9])[CH:3]([OH:8])[CH2:4][CH2:5][CH2:6][CH3:7].[C:11](=O)(OCC)[O:12][CH2:13]C.[OH-].[K+]>C(O)C>[OH:8][CH:3]([C:4]1([CH2:5][CH2:6][CH3:7])[CH2:13][O:12][CH2:11]1)[C:2]([F:10])([F:9])[F:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 3,3-di-hydroxymethyl)-1,1,1-trifluorohexan-2-ol (2.8 g.), diethyl carbonate (1.6 ml.), potassium hydroxide (0.1 g) and dry ethanol (4.0 mls) was refluxed gently (oil bath 110°), under a current of nitrogen, for 30 minutes. The ethanol was then removed by distillation. Distillation gave (3-(1-hydroxy-2,2,2-trifluoroethyl)-3-n-propyloxetane (1.7 g.), a colourless oil (b.p. 112°, 20-25 m.m.).
Workup
- temperaturewas refluxed gently (oil bath 110°)
- customThe ethanol was then removed by distillation
- distillationDistillation
Sources & evidence
- ORD record
- ord-7bce8108e5124a42a646f99fd4e05b9e
- Source dataset
- uspto-grants-1992_10
- Patent number
- US05157029
Reaction notes
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