Tetrahydrofuran → 1-Cyclohexyl-2,2,2-trifluoroethan-1-ol

HRID 1186364ノート

反応式

HRID 1186364 の反応式
[F-].[CH2:2]([N+](CCCC)(CCCC)CCCC)[CH2:3][CH2:4]C.[F:19][C:20]([Si](C)(C)C)([F:22])[F:21].[O:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>>[CH:30]1([CH:31]([OH:27])[C:20]([F:22])([F:21])[F:19])[CH2:4][CH2:3][CH2:2][CH2:28][CH2:29]1

参加物

4

反応物 3

HCID 8028Tetrahydrofuran2 回HCID 552549(Trifluoromethyl)trimethylsilaneHCID 2724141Tetrabutylammonium Fluoride

生成物 1

HCID 109430921-Cyclohexyl-2,2,2-trifluoroethan-1-ol収率 37%

実験手順

According to Reference Example 8-12, by use of cyclohexylcarbaldehyde (300 mg, 2.67 mmol) dissolved in tetrahydrofuran (6 mL), a 1 mol/L solution of tetrabutylammonium fluoride in tetrahydrofuran (0.534 mL, 0.534 mmol) and (trifluoromethyl)trimethylsilane (0.474 mL, 3.20 mmol), the mixture was stirred and reacted at room temperature for 1.5 hours. Then, purification by preparative thin-layer chromatography (hexane/ethyl acetate=10/1) was performed to give 1-cyclohexyl-2,2,2-trifluoroethanol (Compound DP) (181 mg, yield: 37%).

後処理

  1. customreacted at room temperature for 1.5 hours
  2. customThen, purification by preparative thin-layer chromatography (hexane/ethyl acetate=10/1)

出典と根拠

ORDレコード
ord-d207a68bb9d147f99e74f4ffa9b4d8a2
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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