2-Thiophenecarboxaldehyde → 2-Thiophenemethanol, a-(trifluoromethyl)-
Reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[O:7].C(=O)([O-])[O-].[K+].[K+].[F:14][C:15]([Si](C)(C)C)([F:17])[F:16]>O1CCCC1.CN(C)C=O>[F:14][C:15]([F:17])([F:16])[CH:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[OH:7]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
According to Reference Example 8-2, by use of thiophene-2-carbaldehyde (300 mg, 2.67 mmol) dissolved in tetrahydrofuran (4.5 mL) and N,N-dimethylformamide (1.5 mL), potassium carbonate (74 mg, 0.53 mmol) and (trifluoromethyl)trimethylsilane (0.772 mL, 5.34 mmol), the mixture was stirred and reacted at room temperature for 16 hours. Then, purification by extraction gave 2,2,2-trifluoro-1-(thiophen-2-yl)ethanol (Compound DN) (378 mg, yield: 78%).
Workup
- customreacted at room temperature for 16 hours
- customThen, purification
- extractionby extraction
Sources & evidence
- ORD record
- ord-f824ac6d7e3b4dc39c2a1b04ff792bfc
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08673908B2
Reaction notes
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