Reaction #742285

Reaction equation

O(C2H5)2

2,6-Dimethyl-3-oxa-tricyclo[4.2.1.0*2,4*]nonane

boron trifluoride

BF3

BF3

→

1,4-dimethyl-bicyclo[3.2.1]octan-3-one

Yield 88.2%

Solvents

toluene

Conditions

Workup

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

Procedure

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

Source