Water → 6,6-Dimethylhept-2-en-4-yn-1-ol

HRID 580004Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 580004
Br[CH2:2][CH:3]=[CH:4][C:5]#[C:6][C:7]([CH3:10])([CH3:9])[CH3:8].C(=O)([O-])[O-:12].[Na+].[Na+].O>CC(C)=O>[CH3:8][C:7]([CH3:10])([CH3:9])[C:6]#[C:5][CH:4]=[CH:3][CH2:2][OH:12]

Komponenten

5

Edukt 3

HCID 962WaterHCID 10340Sodium CarbonateHCID 454895941-Bromo-6,6-dimethylhept-2-en-4-yne

Produkt 1

HCID 534004696,6-Dimethylhept-2-en-4-yn-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

To 5.24 g (26.0 mmol) of an approximately 3:1 mixture of the E and Z isomers of 1-bromo-6,6-dimethyl-2-hepten-4-yne was added sodium carbonate (5.52 g, 52.0 mmol) 80 ml of acetone and 170 ml of water. This mixture was heated to reflux for 3 hours. After cooling, most of the acetone was removed in vacuo and the mixture was extracted with ethyl ether three times. The combined ether layer was dried with sodium sulfate and concentrated to afford 3.97 of 6,6-dimethyl-2-hepten-4-yn-1-ol.

Aufarbeitung

  1. temperatureThis mixture was heated
  2. temperatureto reflux for 3 hours
  3. customwas removed in vacuo
  4. extractionthe mixture was extracted with ethyl ether three times
  5. dry with materialThe combined ether layer was dried with sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9665406478be47d48fb0242fb7528c8e
Quelldatensatz
uspto-grants-1988_06
Patentnummer
US04751245

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