تفاعل #742285

ord-7386b77242fe46f38b194633c4a48610

معادلة التفاعل

CCOCC
O(C2H5)2
CC12CCC(C1)C1(C)OC1C2
2,6-Dimethyl-3-oxa-tricyclo[4.2.1.0*2,4*]nonane
FB(F)F
boron trifluoride
FB(F)F
BF3
FB(F)F
BF3
CC1C(=O)CC2(C)CCC1C2
1,4-dimethyl-bicyclo[3.2.1]octan-3-one
المردود 88.2%

المذيبات

ظروف التفاعل

درجة الحرارة
30°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction mixture was subsequently quenched with water
  2. 2
    غسيلwashed with a Na2CO3 solution
  3. 3
    workup.DISTILLATIONFractional distillation of the organic layer

الإجراء التجريبي

2,6-Dimethyl-3-oxa-tricyclo[4.2.1.0*2,4*]nonane (381 g, 2.51 mol, obtained as above in EXAMPLE II) was fed into a solution of boron trifluoride diethyletherate (BF3.O(C2H5)2, BF3, 35 g, 0.251 mol) in toluene (500 mL) while the pot temperature was maintained at about 30° C. and the aging process continued for 6 hours. The reaction mixture was subsequently quenched with water and washed with a Na2CO3 solution. Fractional distillation of the organic layer provided 1,4-dimethyl-bicyclo[3.2.1]octan-3-one (337 g) having a boiling point of 43° C. at a pressure of 1 mmHg

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08071529B1uspto-grants-2011_12