تفاعل #1483104
ord-ca138fd8eca344fd827edd924a8107ff
معادلة التفاعل
2-bromo propionyl bromide
1-decanol
1-dodecanol
triethylamine
→
59
المردود 94.0%
Dodecyl 2-bromopropanoate
المردود 94.0%
الكواشف
لا شيء
المذيبات
ظروف التفاعل
درجة الحرارة
57.5°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1أخرىThe reaction mixture was quenched with saturated sodium bicarbonate solution
- 2workup.STIRRINGstirred for 15 minutes at 25-35° C
- 3أخرىThe aqueous and organic layers were separated
- 4غسيلthe organic layer was washed with brine
- 5غسيلthe combined organic layers were washed with brine solution
- 6تجفيفThe organic layer was dried over Na2SO4
- 7تركيزconcentrated under vacuum
الإجراء التجريبي
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.