反应详情

温度

-15 °C

A solution of pivaloyl chloride (4.41ml.) in tetrahydrofuran (30ml.) was added to a stirred solution, cooled to -15° C., of 3-[4-(chloroacetyl)phenyl]propionic acid (9.7g.) and triethylamine (5.5ml.) in tetrahydrofuran (30ml.) and acetonitrile (40ml.). The resultant mixture was stirred for one hour at -15° C. A suspension of DL-alanine methyl ester hydrochloride (5.0g.) in dimethylformamide (30ml.) containing triethylamine (5.5ml.) was then added over 15 minutes. The mixture was stirred at -15° C. for 1 hour and then for 16 hours at room temperature. Saturated sodium bicarbonate solution (30ml.) was added and the solution was stirred for 30 minutes and then evaporated in vacuo. The residue was mixed with water (150ml.) and was extracted with chloroform (2 × 100ml.). The extracts were washed successively with 10% hydrochloric acid (200ml.), water (200ml.), saturated sodium bicarbonate solution (200ml.) and water (200ml.), dried (MgSO 4) and evaporated. The residue was recrystallised from toluene/petrol to give N-{3-[4-(chloroacetyl)phenyl]propionyl} alanine methyl ester, m.p. 122°-124° C.

1. additionwas then added over 15 minutes
2. waitfor 16 hours at room temperature
3. stirringthe solution was stirred for 30 minutes
4. customevaporated in vacuo
5. additionThe residue was mixed with water (150ml.)
6. extractionwas extracted with chloroform (2 × 100ml.)
7. washThe extracts were washed successively with 10% hydrochloric acid (200ml.), water (200ml.), saturated sodium bicarbonate solution (200ml.) and water (200ml.)
8. dry with materialdried (MgSO 4)
9. customevaporated
10. customThe residue was recrystallised from toluene/petrol