Water → 2,3-Dimethylpent-3-yl allyl carbonate

HRID 1447661ノート

反応式

HRID 1447661 の反応式
[CH3:1][CH:2]([C:4]([CH3:8])([OH:7])[CH2:5][CH3:6])[CH3:3].C[Li].Cl[C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13].O>O1CCCC1.C(OCC)C>[C:12](=[O:13])([O:14][CH2:15][CH:16]=[CH2:17])[O:7][C:4]([CH3:8])([CH2:5][CH3:6])[CH:2]([CH3:3])[CH3:1]

参加物

7

反応物 4

HCID 962WaterHCID 116852,3-Dimethylpentan-3-olHCID 18052Allyl chloroformateHCID 178418348HCID 178418348、化合物

生成物 1

HCID 203844702,3-Dimethylpent-3-yl allyl carbonate収率 53.9%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of 11.62 grams (0.1 mole) of 2,3-dimethylpentan-3-ol in 75 milliliters of anhydrous tetrahydrofuran at 0° C. was added one equivalent of methyllithium in diethyl ether, followed by 12.1 grams (0.10 mole) of allyl chloroformate in 25 milliliters of anhydrous tetrahydrofuran. During both additions the temperature was maintained at 0° C. After the last addition was complete the reaction mixture was stirred for about 18 hours and allowed to warm to ambient temperature. The reaction mixture was poured into water, and then extracted with ether. The ether solution was washed four times with water and dried over magnesium sulfate. Removal of solvent under reduced pressure yielded 18.27 grams (93.1% crude yield) of a yellow oil. Vacuum distillation gave 10.79 grams of 2,3-dimethylpent-3-yl allyl carbonate, b.p. 59°-60° C./0.15 mm.

後処理

  1. additionAfter the last addition
  2. temperatureto warm to ambient temperature
  3. extractionextracted with ether
  4. washThe ether solution was washed four times with water
  5. dry with materialdried over magnesium sulfate
  6. customRemoval of solvent under reduced pressure
  7. customyielded 18.27 grams (93.1% crude yield) of a yellow oil
  8. distillationVacuum distillation

出典と根拠

ORDレコード
ord-30827b8b7969466fa1bdaccc6246ff97
出典データセット
uspto-grants-1979_12
特許番号
US04177339

反応ノート

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