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

HRID 370568

反応式

HRID 370568 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 41734293-Methylbut-2-en-1-yl 3-oxobutanoate収率 76%

試薬・触媒・溶媒 2

HCID 517045Sodium Acetate触媒HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-37d5d49cff774245a8baa9ec84d61fbb
出典データセット
uspto-grants-1985_07
特許番号
US04526987

関連ノート

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