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

HRID 838789Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 838789
[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]

Komponenten

7

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-ab4cdb8115e948d8b76618b248b2a44c
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04092988

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