Water → HCID 54046372, Verbindung

HRID 1074647Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1074647
[C:1]([C:4]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:16][Mg]Cl.O>O1CCCC1>[CH3:2][C:1]([CH3:16])([C:4]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]=1)[OH:3]

Komponenten

5

Edukt 3

HCID 962WaterHCID 1090051-(Cyclododec-1-en-1-yl)ethan-1-oneHCID 178418332HCID 178418332, Verbindung

Produkt 1

HCID 54046372HCID 54046372, VerbindungAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

52 g (0.25 mole) of 1-acetyl-1-cyclododecene, prepared as described in Example 2, are added over 30 minutes to 200 ml of a 1.5-molar solution of methyl-magnesium chloride in tetrahydrofuran at from 0° to +10° C. After completion of the addition, the reaction mixture is hydrolyzed with 20 ml of water and the tetrahydrofuran solution is filtered to remove the salt which has precipitated. After destilling off the tetrahydrofuran under reduced pressure (50° C./20 mbars) the product which remains is fractionated. 52 g of dimethyl-cyclododecenyl-carbinol (96% yield) of boiling point=108°-112° C./0.01 mm Hg and refractive index nD25 =1.5000 are obtained.

Aufarbeitung

  1. additionAfter completion of the addition
  2. filtrationthe tetrahydrofuran solution is filtered
  3. customto remove the salt which
  4. customhas precipitated
  5. customunder reduced pressure (50° C./20 mbars)

Quellen und Nachweise

ORD-Eintrag
ord-755ca918e2e0460e9c573fe8196f2e3d
Quelldatensatz
uspto-grants-1983_07
Patentnummer
US04393245

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