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

HRID 231587노트

반응식

HRID 231587 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-648968c9808548d983e5033075bf2f32
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04847305

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