Acetic Anhydride → 3-Methyl-2-nonen-1-YL acetate

HRID 1863148

Reaktionsgleichung

Reaktionsgleichung von HRID 1863148
[CH3:1][C:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[CH:3][CH2:4][OH:5].[C:12](OC(=O)C)(=[O:14])[CH3:13].C(O)(=O)C.C1(C)C=CC=CC=1>C1(C)C=CC=CC=1.C(O)(=O)C>[C:12]([O:5][CH2:4][CH:3]=[C:2]([CH3:1])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])(=[O:14])[CH3:13]

Komponenten

6

Edukt 3

HCID 7918Acetic AnhydrideHCID 2309923-Methyl-2-nonen-1-olHCID 18331056Acetic acid toluene

Produkt 1

HCID 736775943-Methyl-2-nonen-1-YL acetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

156 G. (1 mole) of 3-methyl-2-nonen-1-ol, 122 g. (1.2 moles) of acetic anhydride and 264 ml. of toluene were combined in a reaction flask and heated. The formed acetic acid-toluene azeotropic mixture consisting of 34 parts of acetic acid and 66 parts of toluene and boiling at 105° C. was removed by distillation through a 11/2 ft. Vigreux column. After termination of the reaction, the reaction mass was washed with 100 ml. of aqueous sodium carbonate solution, 100 ml. of aqueous sodium bicarbonate solution, and finally twice with 100 ml. of water. The desired ester, 3-methyl-2-nonen-1-yl-acetate, having a b.p. of 119°-121° C. at 10 mm. and an R.I. at 20°:1.445, was recovered by fractional distillation.

Aufarbeitung

  1. temperatureheated
  2. customwas removed by distillation through a 11/2 ft
  3. customAfter termination of the reaction
  4. washthe reaction mass was washed with 100 ml
  5. distillationat 20°:1.445, was recovered by fractional distillation

Quellen und Nachweise

ORD-Eintrag
ord-da442f35ed4c43b0b262f172a07f7e47
Quelldatensatz
uspto-grants-1979_09
Patentnummer
US04168248

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