tert-Butanol → 9-tert-Butoxynonan-1-ol

HRID 363203

반응식

HRID 363203 반응식
[C:1]([OH:5])([CH3:4])([CH3:3])[CH3:2].[CH2:6](O)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][OH:15].[OH-].[Na+]>>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][OH:15])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 3

HCID 6386tert-ButanolHCID 14798Sodium HydroxideHCID 198351,9-Nonanediol

생성물 1

HCID 138701099-tert-Butoxynonan-1-ol수율 25.9%

실험 절차

200 g (2.7 mol) of tert-butanol, 100 g (0.625 mol) of 1,9-nonanediol and 2 g of sulfuric aid were placed in a 500 ml round bottomed flask, and refluxed with heat for 5 hours, followed by neutralizing with an aqueous sodium hydroxide solution. After unreacted tert-butanol was evaporated, hexane was added and stirred. The diol insoluble in hexane was discarded by filtration. The hexane layer was washed with water, and dried with anhydrous sodium sulfate. After filtration, the solvent was evaporated and the residue was purified by silica gel column chromatography (hexane/chloroform) to obtain 35 g of 9-tert-butoxy-1-nonanol as a colorless oil.

후처리

  1. temperaturerefluxed
  2. temperaturewith heat for 5 hours
  3. customAfter unreacted tert-butanol was evaporated
  4. additionhexane was added
  5. filtrationThe diol insoluble in hexane was discarded by filtration
  6. washThe hexane layer was washed with water
  7. dry with materialdried with anhydrous sodium sulfate
  8. filtrationAfter filtration
  9. customthe solvent was evaporated
  10. customthe residue was purified by silica gel column chromatography (hexane/chloroform)

출처 및 근거

ORD 기록
ord-7d7d3f0611d144518db89778ebacb32b
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05872272

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