تفاعل #1483106

ord-613b8f625c524b7da8c537f18eaf0267

معادلة التفاعل

CC(Br)C(=O)Br
2-bromopropionyl bromide
CC(Br)C(=O)Br
2-bromo propionyl bromide
CCCCCCCCCCCC(C)(C)O
2-methyltridecan-2-ol
CCN(CC)CC
triethylamine
CCCCCCCCCCCC(C)(C)OC(=O)C(C)Br
74
المردود 61.3%
CCCCCCCCCCCC(C)(C)OC(=O)C(C)Br
2-methyltridecan-2-yl 2-bromopropanoate
المردود 61.3%

المذيبات

ظروف التفاعل

درجة الحرارة
57.5°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08900625B2uspto-grants-2014_12