Reaktion #1483106
ord-613b8f625c524b7da8c537f18eaf0267
Reaktionsgleichung
2-bromopropionyl bromide
2-bromo propionyl bromide
2-methyltridecan-2-ol
triethylamine
→
74
Ausbeute 61.3%
2-methyltridecan-2-yl 2-bromopropanoate
Ausbeute 61.3%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
57.5°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1SonstigeThe reaction mixture was quenched with saturated sodium bicarbonate solution
- 2workup.STIRRINGstirred for 15 minutes at 25-35° C
- 3SonstigeThe aqueous and organic layers were separated
- 4Waschenthe organic layer was washed with brine
- 5Waschenthe combined organic layers were washed with brine solution
- 6TrocknenThe organic layer was dried over Na2SO4
- 7Einengenconcentrated under vacuum
Vorschrift
To a stirred solution of 2-methyltridecan-2-ol 73 (5 g, 23.4 mmol) in Toluene (50 mL) was added triethylamine (3.29 mL, 23.4 mmol)) and followed by 2-bromopropionyl bromide 58 (5.11 g, 23.7 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 74 (5 g, yield: 61.27%) as a liquid.