تفاعل #927248

ord-7e376be54a794dbca9bb6a839d227aeb

معادلة التفاعل

OCCCCCCCC1(Br)CC1(Br)Br
1,1,2-tribromo-2-(7-hydroxyheptyl)cyclopropane
[Li][CH3]
methyllithium
OCCCCCCCC1=CC1
1-(7-hydroxyheptyl)-cyclopropene
المردود 90.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction was quenched with saturated ammonium chloride
  2. 2
    غسيلThe reaction mixture was washed with water and brine
  3. 3
    تجفيفdried over magnesium sulfate
  4. 4
    ترشيحfiltered

الإجراء التجريبي

A solution of 1.0 g 1,1,2-tribromo-2-(7-hydroxyheptyl)cyclopropane (2.5 mmol) in 25 ml of ether was treated at −78° C. with 7.2 ml of methyllithium (1.4 M, 10 mmol). After 5 minutes, the reaction mixture was warmed to 0° C. and held at this temperature. The reaction was quenched with saturated ammonium chloride. The reaction mixture was washed with water and brine, dried over magnesium sulfate, filtered and stripped to give 240 mg of 1-(7-hydroxyheptyl)-cyclopropene (90% purity).

المصدر

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