Water → 2,6-Bis(1,1-dimethylethyl)-4-(pentylthio)phenol

HRID 231587ノート

反応式

HRID 231587 の反応式
[O-]CC.[Na+].[CH3:5][C:6]([C:9]1[CH:14]=[C:13]([SH:15])[CH:12]=[C:11]([C:16]([CH3:19])([CH3:18])[CH3:17])[C:10]=1[OH:20])([CH3:8])[CH3:7].Cl[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].O>C(O)C>[CH3:17][C:16]([C:11]1[CH:12]=[C:13]([S:15][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:14]=[C:9]([C:6]([CH3:5])([CH3:7])[CH3:8])[C:10]=1[OH:20])([CH3:19])[CH3:18]

参加物

6

反応物 4

HCID 962WaterHCID 109771-ChloropentaneHCID 703702,6-Di-tert-butyl-4-mercaptophenolHCID 2723922Sodium ethoxide

生成物 1

HCID 144799502,6-Bis(1,1-dimethylethyl)-4-(pentylthio)phenol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of freshly prepared sodium ethoxide (ca. 17 mmole) in ethanol (12 ml) was added with stirring 2,6-bis(1,1-dimethylethyl)-4-mercaptophenol (4.0 g, 17 mmole). After one hour, 1-chloropentane (4 ml, ca. 34 mmole) was added and the reaction mixture was stirred at room temperature for 20 hours. Water was added, and the mixture was extracted with diethyl ether. The ether layer was dried over magnesium sulfate, filtered, and concentrated in vacuo to an oil. Chromatography on silica gel and recrystallization from pentane gave the title compound, m.p. 54°-55°.

後処理

  1. extractionthe mixture was extracted with diethyl ether
  2. dry with materialThe ether layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo to an oil
  5. customChromatography on silica gel and recrystallization from pentane

出典と根拠

ORDレコード
ord-648968c9808548d983e5033075bf2f32
出典データセット
uspto-grants-1989_07
特許番号
US04847305

反応ノート

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