反応 #1483108

反応方程式

2-bromo-2-methylpropionyl bromide

tridecan-2-ol

2-tridecanol

triethylamine

→

98

収率 97.6%

tridecen-2-yl 2-bromopropanoate

収率 97.6%

溶媒

toluene

反応条件

後処理

1. 1
   その他The reaction mixture was quenched with saturated sodium bicarbonate solution
2. 2
   workup.STIRRINGstirred for 15 minutes at 25-35° C
3. 3
   その他The aqueous and organic layers were separated
4. 4
   洗浄The organic layer was washed with brine
5. 5
   洗浄the combined organic layers were washed with brine solution
6. 6
   乾燥The organic layer was dried over Na2SO4
7. 7
   濃縮concentrated under vacuum

実験手順

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.

出典