Reaktion #1483104

Reaktionsgleichung

2-bromo propionyl bromide

1-decanol

1-dodecanol

triethylamine

→

59

Ausbeute 94.0%

Dodecyl 2-bromopropanoate

Ausbeute 94.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was quenched with saturated sodium bicarbonate solution
2. 2
   workup.STIRRINGstirred for 15 minutes at 25-35° C
3. 3
   SonstigeThe aqueous and organic layers were separated
4. 4
   Waschenthe organic layer was washed with brine
5. 5
   Waschenthe combined organic layers were washed with brine solution
6. 6
   TrocknenThe organic layer was dried over Na2SO4
7. 7
   Einengenconcentrated under vacuum

Vorschrift

To a stirred solution of 1-decanol 2 (10 g, 53.7 mmol) in toluene (100 mL) was added triethylamine (7.5 mL, 53.7 mmol)) followed by 2-bromo propionyl bromide 58 (12.7 g, 59.1 mmol) at 5-10° C. The reaction mixture was stirred for 3 hours at 55-60° C.; the reaction was monitored by TLC. The reaction mixture was quenched with saturated sodium bicarbonate solution and stirred for 15 minutes at 25-35° C. The aqueous and organic layers were separated, the organic layer was washed with brine, and the combined organic layers were washed with brine solution. The organic layer was dried over Na2SO4 and concentrated under vacuum to afford crude 59 (16.2 g, yield: 94%) as a liquid.

Quelle