반응 #1483108

반응 방정식

2-bromo-2-methylpropionyl bromide

tridecan-2-ol

2-tridecanol

triethylamine

→

98

수율 97.6%

tridecen-2-yl 2-bromopropanoate

수율 97.6%

용매

toluene

반응 조건

후처리

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

실험 절차

To a stirred solution of tridecan-2-ol 68 (5 g, 24.9 mmol) in toluene (50 mL) was added triethylamine (3.5 mL, 27.45 mmol)) and followed by 2-bromo-2-methylpropionyl bromide 97 (6.31 g, 27.45 mmol) at 5-10° C. The reaction mixture was stirred for 3 hour at 55-60° C., and 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 98 (8.1 g, yield: 96%) as a liquid.

출처