1-Bromodecane → 2-(Decylthio)ethanol

HRID 44138

Reaktionsgleichung

Reaktionsgleichung von HRID 44138
[C:1](=[O:4])([O-])[O-].[K+].[K+].[CH2:7](Br)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[SH:18][CH:19](O)C>CC(C)=O>[CH2:7]([S:18][CH2:19][CH2:1][OH:4])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Komponenten

5

Edukt 3

HCID 81731-BromodecaneHCID 11430Potassium CarbonateHCID 4713212Mercapto-ethanol

Produkt 1

HCID 966542-(Decylthio)ethanolAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Under nitrogen, to a suspension of potassium carbonate (27 g, 200 mmol) in acetone (100 ml) was added decyl bromide (10 ml, 50 mmol) and mercaptoethanol (4.4 ml, 63 mmol). The suspension was stirred at room temperature for 2 days, then partitioned between water and 80% hexane/ethyl acetate. The organic phase was washed with 2N sodium hydroxide, dried over magnesium sulfate, and the volatiles removed under vacuum to give 2-(decylthio)ethanol (10.2 g, 47 mmol) as a colorless liquid that was used without further purification.

Aufarbeitung

  1. custompartitioned between water and 80% hexane/ethyl acetate
  2. washThe organic phase was washed with 2N sodium hydroxide
  3. dry with materialdried over magnesium sulfate
  4. customthe volatiles removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-6efcb7dbfc704283b8e90c0546e2fa38
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541375B2

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