Cyclopropanecarboxaldehyde → 1-Cyclopropyl-2,2,2-trifluoroethan-1-ol
Reaction equation
[CH:1]1([CH:4]=[O:5])[CH2:3][CH2:2]1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[F:24][C:25]([Si](C)(C)C)([F:27])[F:26]>O1CCCC1>[CH:1]1([CH:4]([OH:5])[C:25]([F:27])([F:26])[F:24])[CH2:3][CH2:2]1Participants
5
Procedure
According to Reference Example 8-12, by use of cyclopropanecarbaldehyde (300 mg, 4.28 mmol) dissolved in tetrahydrofuran (6 mL), a 1 mol/L solution of tetrabutylammonium fluoride in tetrahydrofuran (0.856 mL, 0.856 mmol) and (trifluoromethyl)trimethylsilane (0.759 mL, 5.14 mmol), the mixture was stirred and reacted at room temperature for 1.7 hours. Then, purification by extraction gave 1-cyclopropyl-2,2,2-trifluoroethanol (Compound EB) (161 mg, yield: 27%).
Workup
- customreacted at room temperature for 1.7 hours
- customThen, purification
- extractionby extraction
Sources & evidence
- ORD record
- ord-487d1e5fca3e4a86a00abafb837f0536
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08673908B2
Reaction notes
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