反应 #95966

反应方程式

p-trifluoromethylbenzoyl chloride

ketal

3,4-Dichloro-N-[(8-(dimethylamino)-1,4-dioxaspiro[4.5]dec-8-yl)methyl]benzamide

triethylamine

→

α,α,α-trifluoro-N-[[8-(dimethylamino)-1,4-dioxaspiro[4.5]dec-8-yl]methyl]-p-toluamide

溶剂

THF

THF

反应条件

后处理

1. 1
   其他was placed in a refrigerator overnight
2. 2
   其他Upon removal from the refrigerator
3. 3
   其他the bulk of the solvent was removed on a rotary evaporator
4. 4
   萃取The separated aqueous layer was extracted with diethyl ether
5. 5
   其他dried
6. 6
   其他to yield the crude
7. 7
   其他Recrystallization
8. 8
   workup.ADDITIONfrom a mixture of methylene chloride and Skellysolve® B
9. 9
   其他gave product

实验过程

A solution of 1.0 g (0.00465 mole) of the ketal from Example 1, part A and 0.47 g (0.65 ml) of triethylamine in 15 ml of THF was cooled in an ice bath. To this cooled solution there was added a solution of 0.97 g (0.00465 mole) of p-trifluoromethylbenzoyl chloride in 10 ml of THF over 10 minutes while stirring. The mixture was placed in a refrigerator overnight. Upon removal from the refrigerator, the bulk of the solvent was removed on a rotary evaporator. The residue was taken up in diethyl ether and aqueous sodium bicarbonate solution. The separated aqueous layer was extracted with diethyl ether. The diethyl ether liquid fractions were pooled and dried to yield the crude, named product, 2.07 g, m.p. 128°-130° C. Recrystallization from a mixture of methylene chloride and Skellysolve® B gave product weighing 1.56 g, m.p. 129°-130.5° C. The elemental analysis was as follows:

来源