3-Methyl-2-buten-1-OL → 3-Methylbut-2-en-1-yl 3-oxobutanoate

HRID 370568

반응식

HRID 370568 반응식
[CH3:1][C:2]([CH3:6])=[CH:3][CH2:4][OH:5].[CH2:7]=[C:8]1[O:12][C:10](=[O:11])[CH2:9]1>CCOCC.C([O-])(=O)C.[Na+]>[C:10]([O:5][CH2:4][CH:3]=[C:2]([CH3:6])[CH3:1])(=[O:11])[CH2:9][C:8]([CH3:7])=[O:12]

참가 물질

5

반응물 2

HCID 111733-Methyl-2-buten-1-OLHCID 12661Diketene

생성물 1

HCID 41734293-Methylbut-2-en-1-yl 3-oxobutanoate수율 76%

시약·촉매·용매 2

HCID 517045Sodium Acetate촉매HCID 3283Diethyl Ether용매

실험 절차

A mixture of 3-methyl-2-buten-1-ol (21.2 g, 0.25 mole) and anhydrous sodium acetate (0.1 g) was cooled to 0°. Diketene (36 ml, 0.3 mole) was added dropwise over a period of 1.5 to 2 hours. The reaction mixture was then heated to 75°-80°, and this temperature was maintained for one hour. The mixture was diluted with ether. The ethereal solution was washed successively with aqueous 1N hydrochloric acid, saturated aqueous sodium bicarbonate, saturated aqueous sodium chloride, and then dried over magnesium sulfate. The ether was evaporated, leaving a residue which was distilled under vacuum, affording 3-methyl-2-butenyl acetoacetate (32.1 g, 76% yield); bp 114°-117°/18-19 mm.

후처리

  1. temperaturewas cooled to 0°
  2. temperatureThe reaction mixture was then heated to 75°-80°
  3. temperaturethis temperature was maintained for one hour
  4. washThe ethereal solution was washed successively with aqueous 1N hydrochloric acid, saturated aqueous sodium bicarbonate, saturated aqueous sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. customThe ether was evaporated
  7. customleaving a residue which
  8. distillationwas distilled under vacuum

출처 및 근거

ORD 기록
ord-37d5d49cff774245a8baa9ec84d61fbb
출처 데이터셋
uspto-grants-1985_07
특허 번호
US04526987

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