Water → 1,2-Butanediol diacetate

HRID 274828

Reaktionsgleichung

Reaktionsgleichung von HRID 274828
[CH2:1]([OH:6])[CH:2]([OH:5])[CH2:3][CH3:4].N1[CH:12]=[CH:11]C=CC=1.[C:13](Cl)(=[O:15])[CH3:14].[OH2:17]>C1(C)C=CC=CC=1>[C:13]([O:6][CH2:1][CH:2]([O:5][C:11](=[O:17])[CH3:12])[CH2:3][CH3:4])(=[O:15])[CH3:14]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 6367Acetyl chlorideHCID 114291,2-Butanediol

Produkt 1

HCID 99204991,2-Butanediol diacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

To a mixture of 0.34 g of optically active 1,2-butanediol, 5 ml of toluene and 2.5 ml of pyridine, 1.2 g of acetyl chloride was added dropwise in an ice bath and stirred for two hours. 10 ml of water and 10 ml of toluene were added to the reaction mixture and stirred. The obtained solution was washed with 2N sodium hydroxide and then with water. The toluene solution dried over anhydrous magnesium sulfate. Toluene was distilled away from the solution under reduced pressure, the residue was purified with a chromatograph over silica gel, and 1,2-butanediol diacetate was obtained. The obtained compound had a gas chromatographic purity of 95.0%. It showed a specific rotation of [α]D30 +14.8(c=1.12, CHCl3).

Aufarbeitung

  1. additionwas added dropwise in an ice bath
  2. stirringstirred
  3. washThe obtained solution was washed with 2N sodium hydroxide
  4. dry with materialThe toluene solution dried over anhydrous magnesium sulfate
  5. distillationToluene was distilled away from the solution under reduced pressure
  6. customthe residue was purified with a chromatograph over silica gel

Quellen und Nachweise

ORD-Eintrag
ord-fabb0a4b81084ed185708f110ddee3ad
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05391494

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