تفاعل #77941

معادلة التفاعل

DMF

potassium methoxide

3-nitro-o-xylene

n-butyl nitrite

→

2-methyl-6-nitrobenzaldoxime

المذيبات

acetic acid

water

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONis subsequently added dropwise at −40° C. over a period of 7 hours (if the mixture
2. 2
   درجة الحرارةis cooled appropriately
3. 3
   workup.ADDITIONthe duration of this addition
4. 4
   أخرىtemperature variations between −35 and −45° C.
5. 5
   workup.ADDITIONThe reaction discharge is subsequently added
6. 6
   أخرىthe solid is separated off by filtration (without any problems
7. 7
   غسيلwashed twice with 500 ml of water each time (caution
8. 8
   أخرىThe crude product (HPLC: 96 area %) is purified
9. 9
   أخرىfor 1.5 h
10. 10
    ترشيحThe solid is filtered off (without any problems
11. 11
    أخرىdried in a vacuum
12. 12
    أخرىdrying cabinet at 50° C.

الإجراء التجريبي

1200 ml of anhydrous DMF are initially charged in a 4 l reaction flask and cooled to −40° C. At this temperature, 336.5 g (4.56 mol) of potassium methoxide (95%) are added with stirring and suspended. A mixture of 300 g (1.92 mol) of 3-nitro-o-xylene (97%) and 274 g (2.52 mol) of n-butyl nitrite (95%) is subsequently added dropwise at −40° C. over a period of 7 hours (if the mixture is cooled appropriately, the duration of this addition can be reduced at will; an extension has hitherto not been examined; temperature variations between −35 and −45° C. can be tolerated). By HPLC, it is checked that the starting material has been converted completely. The reaction discharge is subsequently added with stirring to a mixture of 300 ml of water and 300 ml of glacial acetic acid, at from −5 to 0° C. The reaction mixture is then poured into 6 kg of ice-water and the solid is separated off by filtration (without any problems, the flow resistance has not yet been determined) and washed twice with 500 ml of water each time (caution: the crude product smells strongly). The crude product (HPLC: 96 area %) is purified by suspending the moist solid in 800 ml of toluene for 1.5 h. The solid is filtered off (without any problems, the flow resistance has not yet been determined) and dried in a vacuum drying cabinet at 50° C.

المصدر