تفاعل #927250

ord-cc2b2c45c4a94b9a9ea4d39b1dcc6d3d

معادلة التفاعل

OCCCCCCCC1(Br)CC1(Br)Br
1,1,2-Tribromo-2-(7-hydroxyheptyl)cyclopropane
O
Water
O=C(O)CCCCCCC1(Br)CC1(Br)Br
7-(1,1,2-tribromo-cyclopropyl)-heptanoic acid

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwas added
  2. 2
    استخلاصThe solution was extracted with ether
  3. 3
    استخلاصThe ether phase was extracted three times with 1N NaOH solution
  4. 4
    workup.ADDITIONA little sodium bisulfite was added
  5. 5
    استخلاصextracted with ether twice
  6. 6
    غسيلThe ether extracts were washed with brine
  7. 7
    تجفيفdried over magnesium sulfate

الإجراء التجريبي

1,1,2-Tribromo-2-(7-hydroxyheptyl)cyclopropane (0.90 g, 2.3 mmol) was dissolved in 60 ml of glacial acetic acid. A solution of 1.0 g (10 mmol) of chromium trioxide dissolved in 14 ml of 90% aqueous acetic acid was added and the reaction mixture was stirred at room temperature for 24 hours. Water (300 ml) was added. The solution was extracted with ether. The ether phase was extracted three times with 1N NaOH solution. A little sodium bisulfite was added. The aqueous extracts were acidified with 6N HCl, and extracted with ether twice. The ether extracts were washed with brine, dried over magnesium sulfate and stripped to give 0.56 g 7-(1,1,2-tribromo-cyclopropyl)-heptanoic acid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06365549B2uspto-grants-2002_04