تفاعل #668891

ord-9112fb2b129e47a0bf6980c11e82861e

معادلة التفاعل

O
water
O=C1CCCC1
cyclopentanone
COC(=O)C(C)Cl
methyl 2-chloropropionate
CC(C)(C)[O-].[K+]
potassium tert-butylate
COC(=O)C1(C)OC12CCCC2
methyl 2-methyl-1-oxaspiro[2.4]heptane-2-carboxylate
المردود 56.6%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONare added slowly dropwise
  2. 2
    workup.STIRRINGafter which the mixture is stirred for a further 60 minutes
  3. 3
    درجة الحرارةwithout cooling
  4. 4
    استخلاصis subjected to extraction with diethyl ether
  5. 5
    تجفيفthe organic phase is dried over sodium sulfate
  6. 6
    ترشيحthe drying agent is filtered off
  7. 7
    أخرىevaporation of the solvent

الإجراء التجريبي

9.3 g (0.11 mol) of cyclopentanone and 13.5 g (0.11 mol) of methyl 2-chloropropionate are cooled to 0 to 2° C.; at this temperature, 13.6 g (0.12 mol) of potassium tert-butylate suspended in 200 ml of tetrahydrofuran are added slowly dropwise with stirring over a period of about 90 minutes, after which the mixture is stirred for a further 60 minutes without cooling. A little water is added to the reaction mixture, which is subjected to extraction with diethyl ether; the organic phase is dried over sodium sulfate, the drying agent is filtered off, and evaporation of the solvent gives 10.6 g of methyl 2-methyl-1-oxaspiro[2.4]heptane-2-carboxylate, which can be employed without further purification in the subsequent stage (see b).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05922648uspto-grants-1999_07