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

HRID 363203

反応式

HRID 363203 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

HCID 138701099-tert-Butoxynonan-1-ol収率 25.9%

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-7d7d3f0611d144518db89778ebacb32b
出典データセット
uspto-grants-1999_02
特許番号
US05872272

関連ノート

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