2-Pyridinecarboxaldehyde → 2,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-ol

HRID 1186336ノート

反応式

HRID 1186336 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[O:8].[F:9][C:10]([Si](C)(C)C)([F:12])[F:11].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[F:9][C:10]([F:12])([F:11])[CH:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[OH:8]

参加物

5

反応物 3

HCID 142732-PyridinecarboxaldehydeHCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium Fluoride

生成物 1

HCID 137429262,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-ol収率 126.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

According to Reference Example 8-12, by use of 2-pyridinecarboxaldehyde (500 μL, 5.26 mmol), (trifluoromethyl)trimethylsilane (932 μL, 6.31 mmol), tetrabutylammonium fluoride (a 1.0 mol/L solution in tetrahydrofuran, 526 μL, 0.526 mmol) and tetrahydrofuran (10 mL), the mixture was stirred and reacted at room temperature for 10 minutes. Then, purification by silica gel column chromatography (chloroform/methanol=9/1) was performed to give 2-(2,2,2-trifluoro-1-hydroxyethyl)pyridine (Compound CN) (1.18 g, yield: quantitative).

後処理

  1. customreacted at room temperature for 10 minutes
  2. customThen, purification by silica gel column chromatography (chloroform/methanol=9/1)

出典と根拠

ORDレコード
ord-358ac4f581e94a6c855b75484f4aef9e
出典データセット
uspto-grants-2014_03
特許番号
US08673908B2

反応ノート

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