t-Butyl bromide → 13,13-Dimethyltetradecyl bromide

HRID 262921

Reaktionsgleichung

Reaktionsgleichung von HRID 262921
[C:1](Br)([CH3:4])([CH3:3])[CH3:2].[Mg:6].[Br:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][Br:20]>O1CCCC1>[C:1]([Mg:6][Br:7])([CH3:4])([CH3:3])[CH3:2].[CH3:2][C:1]([CH3:4])([CH3:3])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][Br:20]

Komponenten

6

Edukt 3

HCID 10485t-Butyl bromideHCID 187661,12-DibromododecaneHCID 5462224Magnesium

Produkt 2

HCID 2043733913,13-Dimethyltetradecyl bromideHCID 178418586HCID 178418586, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

A solution of t-butylmagnesium bromide is prepared by reacting 13.7 g. of t-butyl bromide with 2.67 g. of magnesium turnings in 50 ml. dry tetrahydrofuran. The solution of Grignard reagent is dropwise added to a stirred, cold (-10° C.) solution of 36.1 g. of 1,12-dibromododecane and 0.2 g. of Li2CuCl4 in 75 ml. dry tetrahydrofuran at a rate such that the reaction temperature does not exceed -5° C. After one additional hour of stirring at -10° C., the solvent is evaporated and the resultant liquid is fractionated in vacuo to yield 13,13-dimethyltetradecyl bromide as a colorless liquid.

Aufarbeitung

  1. customdoes not exceed -5° C
  2. customthe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-39e4c150cb2444aa926a42044ae579eb
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04154756

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