反応 #214932

反応方程式

triethylamine

3-formyl-crotonic acid butyl ester

butanol

butanol

→

7-formyl-3-methyl-octa-2,4,6-trien-1-oic acid butyl ester

溶媒

water

反応条件

後処理

1. 1
   温度cooled
2. 2
   抽出thoroughly extracted with hexane
3. 3
   洗浄The hexane phase is washed first repeatedly with methanol/water (6:4 parts by volume)
4. 4
   乾燥with water, dried over sodium sulphate
5. 5
   ろ過filtered
6. 6
   workup.WAITThe filtrate is isomerized for 12 hours
7. 7
   workup.STIRRINGby shaking with iodine
8. 8
   その他The iodine is removed by the addition of sodium thiosulphate
9. 9
   洗浄The filtrate is washed again with water
10. 10
    その他dried
11. 11
    その他evaporated under reduced pressure
12. 12
    その他at 102°-105° C.

実験手順

212.6 G. of 2-formyl-but-2-ene-4-triphenyl-phosphonium chloride and 95 g. of 3-formyl-crotonic acid butyl ester are introduced into 1100 ml. of butanol and treated at 5° C. with a solution of 57 g. of triethylamine in 60 ml. of butanol. The reaction mixture is subsequently stirred for 6 hours at 25° C., then cooled and introduced into water and thoroughly extracted with hexane. The hexane phase is washed first repeatedly with methanol/water (6:4 parts by volume), then with water, dried over sodium sulphate and filtered. The filtrate is isomerized for 12 hours by shaking with iodine. The iodine is removed by the addition of sodium thiosulphate. The filtrate is washed again with water, dried and evaporated under reduced pressure. The remaining 7-formyl-3-methyl-octa-2,4,6-trien-1-oic acid butyl ester boils, after rectification, at 102°-105° C./0.09 mm Hg.

出典