تفاعل #3713
ord-6ddb642f02864792bfbacd5b7be3fb31
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1درجة الحرارةthe mixture was heated for one hour
- 2درجة الحرارةunder reflux
- 3درجة الحرارةwas thereafter cooled to 5°-10° C
- 4workup.ADDITIONwere added at this temperature
- 5درجة الحرارةwas then cooled to 5°-10° C. again
- 6أخرىthe organic phase was separated off
- 7استخلاصthe aqueous phase was extracted twice with 100 ml ether
- 8تجفيفThe combined organic phases were dried over sodium sulphate
- 9أخرىAfter removing the solvent
- 10workup.DISTILLATIONby distillation
- 11workup.ADDITIONthe residue (60.6 g) was introduced on to an 8×50 cm column
- 12استخلاصextracted with ethyl acetate/methanol
الإجراء التجريبي
43.9 g (167 mmole) 3-benzyloxy-1-bromobenzene, dissolved in 200 ml of dry tetrahydrofuran, were added drop-wise to 4.06 g (167 mmole) magnesium turnings in 40 ml of dry tetrahydrofuran so that the reaction mixture boiled gently. After the addition of 3-benzyloxy-1-bromobenzene was complete, the mixture was heated for one hour under reflux and was thereafter cooled to 5°-10° C. 30.8 g (139 mmole) (2RS,5SR)-2-dimethylaminomethyl-5-trifluoromethyl-cyclohexanone, prepared from 3-trifluoromethyl-cyclohexanone and dimethylaminomethylene chloride in acetonitrile, dissolved in 80 ml of dry tetrahydrofuran, were added at this temperature. The reaction mixture was allowed to stand overnight and was then cooled to 5°-10° C. again. The Grignard solution was decomposed by the addition of 150 ml of 20% ammonium chloride solution. The reaction mixture was diluted with 200 ml of ether, the organic phase was separated off and the aqueous phase was extracted twice with 100 ml ether. The combined organic phases were dried over sodium sulphate. After removing the solvent by distillation, the residue (60.6 g) was introduced on to an 8×50 cm column packed with silica gel and extracted with ethyl acetate/methanol. 27.8 g (50% theoretical) of base (26) were obtained.