Water → 4,8-Dimethylnona-3,7-dien-2-yl butanoate

HRID 11191

Reaktionsgleichung

Reaktionsgleichung von HRID 11191
[CH3:1][C:2]([CH2:7][CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11])=[CH:3][CH:4]([OH:6])[CH3:5].N1C=[CH:17][CH:16]=[CH:15][CH:14]=1.[OH2:19]>C(OC)(C)(C)C>[C:14]([O:6][CH:4]([CH:3]=[C:2]([CH3:1])[CH2:7][CH2:8][CH:9]=[C:10]([CH3:11])[CH3:12])[CH3:5])(=[O:19])[CH2:15][CH2:16][CH3:17]

Komponenten

5

Edukt 3

HCID 962WaterHCID 1049PyridineHCID 1068744,8-Dimethylnona-3,7-dien-2-ol

Produkt 1

HCID 713673054,8-Dimethylnona-3,7-dien-2-yl butanoateAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 15413tert-Butyl methyl etherLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A flask was charged with 4,8-dimethyl-3,7-nonadien-2-ol CAS 67845-50-5 (20 grams), buryric anhydride (25 grams) and pyridine (12.5 grams). The mixture was stirred and heated to 100° C. The reaction was held at 100° C.±1° C. for 90 minutes and then cooled to room temperature. The reaction mixture was diluted with water (100 milliliters) and methyl t-butyl ether, washed several times with water until neutral pH, dried over sodium sulfate and concentrated to furnish 34.4 grams of crude product. After distillation by Kugelruhr 23.4 g of the product, 76% yield, were obtained and confirmed by 1H NMR.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. washwashed several times with water until neutral pH
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b29dfb38e38e4655b60cb3c4a305e099
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07097872B2

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