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Acetyl chloride → 2-Methyl(1,1'-bicyclohexyl)-2-yl acetate

HRID 1277527
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1277527
[C:1](Cl)(=[O:3])[CH3:2].C(OC(=O)C)(=O)C.[CH3:12][C:13]1([OH:25])[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>CN(C)C1C=CC=CC=1.CCOCC>[C:1]([O:25][C:13]1([CH3:12])[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[CH:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]1)(=[O:3])[CH3:2]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 6367Acetyl chlorideHCID 7918Acetic AnhydrideHCID 20507686HCID 20507686, Verbindung

Produkt 1

HCID 205076852-Methyl(1,1'-bicyclohexyl)-2-yl acetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 949N,N-DimethylanilineLösungsmittelHCID 3283Diethyl Ether
Lösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

A mixture of 360 ml of acetyl chloride and 153 ml of acetic acid anhydride is added dropwise at 0° C., whilst stirring, to a solution of 576 g of crude 1-methyl-2-cyclohexylcyclohexanol in 750 ml of N,N-dimethylaniline. The mixture is then allowed to come to room temperature, after which it is heated to 40° C. for 36 hours. Thereafter, the reaction mixture is poured onto ice and diluted with 1 liter of ether, and the organic phase is separated off and concentrated ona Rotavapor apparatus. The residue is then taken up in 2 liters of ether and the solution is washed with three times 200 ml of cold 2-N HCl and then with saturated bicarbonate solution and water until neutral, and is dried with anhydrous MgSO4 and evaporated in vacuo. 646 g of crude 1-acetoxy-1-methyl-2-cyclohexylcyclohexane are obtained.

Aufarbeitung

  1. additionis added dropwise at 0° C.
  2. customto come to room temperature
  3. additionThereafter, the reaction mixture is poured onto ice
  4. customthe organic phase is separated off
  5. concentrationconcentrated ona Rotavapor apparatus
  6. washthe solution is washed with three times 200 ml of cold 2-N HCl
  7. dry with materialwith saturated bicarbonate solution and water until neutral, and is dried with anhydrous MgSO4
  8. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-26a9ca3b5bdc460d9c1b85e404b3c302
Quelldatensatz
uspto-grants-1981_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04277618

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