تفاعل #927253

معادلة التفاعل

1-(7-carboxyheptyl)-cyclopropene

Triethylamine

methylchloroformate

→

7-cycloprop-1-enyl-heptanoic acid ethyl ester

المردود 75.0%

المذيبات

ether

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction mixture was transferred to a separatory funnel
2. 2
   غسيلThe ether phase was washed with water (2×) and brine
3. 3
   تجفيفdried over magnesium sulfate
4. 4
   ترشيحfiltered
5. 5
   workup.DISSOLUTIONThe product was dissolved in ethanol
6. 6
   درجة الحرارةcooled in an ice bath
7. 7
   workup.ADDITIONtreated with 1 ml of a 21% sodium ethoxide in ethanol solution
8. 8
   workup.ADDITIONwater and ether were added
9. 9
   غسيلThe ether phase was washed with 1N sodium hydroxide solution, water, and brine
10. 10
    تجفيفdried over magnesium sulfate
11. 11
    ترشيحfiltered

الإجراء التجريبي

A solution of 220 mg (1.3 mmol) of 1-(7-carboxyheptyl)-cyclopropene in ether was cooled to 0° C. Triethylamine (0.20 g, 2 mmol) was added, then 0.12 g (1.3 mmol) of methylchloroformate was added. After 2 hours at 0° C., the reaction mixture was transferred to a separatory funnel. The ether phase was washed with water (2×) and brine, dried over magnesium sulfate, filtered and stripped. The product was dissolved in ethanol, cooled in an ice bath and treated with 1 ml of a 21% sodium ethoxide in ethanol solution. The reaction mixture was stirred ½ hour, then water and ether were added. The ether phase was washed with 1N sodium hydroxide solution, water, and brine, dried over magnesium sulfate, filtered and stripped to give 10 mg of 75% pure 7-cycloprop-1-enyl-heptanoic acid ethyl ester.

المصدر