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Potassium Hydroxide → 3,3-Di-(hydroxymethyl)-hexan-1-ol

HRID 704134
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HRID 704134 반응식
C([O:3][C:4]([C:6]([CH2:18][CH2:19][CH3:20])([CH2:12][C:13](OCC)=[O:14])[C:7](OCC)=[O:8])=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[K+].P([O-])(O)(O)=O.[K+].P([O-])([O-])(O)=O.[K+].[K+]>CCOCC.O.C(O)(=O)C>[OH:3][CH2:4][C:6]([CH2:7][OH:8])([CH2:18][CH2:19][CH3:20])[CH2:12][CH2:13][OH:14]
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참가 물질

9

반응물 5

HCID 14797Potassium HydroxideHCID 24450Potassium Phosphate, DibasicHCID 516951Monobasic potassium phosphateHCID 20075591Diethyl 2-prop-1-yl-2-ethoxycarbonylsuccinateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 218851593,3-Di-(hydroxymethyl)-hexan-1-ol

시약·촉매·용매

3
HCID 176Acetic Acid용매HCID 962Water용매HCID 3283Diethyl Ether용매2회

실험 절차

Diethyl 2-ethoxycarbonyl-2-n-propyl-succinate (55.8 g) in dry ether (50 ml.) was added slowly to a stirred suspension of lithium aluminium hydride (14.7 g.) in dry ether (150 ml.) at 0°, under a current of nitrogen. The mixture was stirred at room temperature for three hours and then refluxed, with stirring for four hours. A solution of potassium hydroxide (30.0 g.), potassium dihydrogen phosphate (22.0 g.) and potassium monohydrogen phosphate (22.0 g.) in water (200 ml.) was added to the cooled reaction mixture. The pH was adjusted to 5.0 with glacial acetic acid. The solid was removed by filtration and washed with water (40 ml.) The combined filtrates and washings were evaporated in vacuo. The residue was washed with acetone (3×100 ml). The acetone washings were evaporated in vacuo. The residue was washed with chloroform (3×100 ml.) and the washings were evaporated in vacuo, Toluene was added and the residue was evaporated in vacuo. 3,3-Di-(hydroxymethyl)-hexan-1-ol was obtained as a colourless oil and was used without further purification.

후처리

  1. temperaturerefluxed
  2. stirringwith stirring for four hours
  3. customThe solid was removed by filtration
  4. washwashed with water (40 ml.) The combined filtrates and washings
  5. customwere evaporated in vacuo
  6. washThe residue was washed with acetone (3×100 ml)
  7. customThe acetone washings were evaporated in vacuo
  8. washThe residue was washed with chloroform (3×100 ml.)
  9. customthe washings were evaporated in vacuo, Toluene
  10. additionwas added
  11. customthe residue was evaporated in vacuo

출처 및 근거

ORD 기록
ord-45034e951f444a7ca2b9ba47e95e7606
출처 데이터셋
uspto-grants-1991_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04985582

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