تفاعل #2045126

معادلة التفاعل

pyridine

NaHCO3

formula VI

2-butyramido propionic acid

tetrahydrofuran

→

ethyl 3-butyramido-2-oxo-butyrate

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled
2. 2
   درجة الحرارةAfter the dropping, the mixture was heated for 4 hours at 70° C
3. 3
   ترشيحThe solid was filtered off
4. 4
   أخرىthe solvent was evaporated off under reduced pressure
5. 5
   workup.ADDITIONWater (40 mL) was added
6. 6
   استخلاصthe product was extracted
7. 7
   أخرىThe liquid was separated
8. 8
   غسيلthe combined organic phase was washed by water (30 mL) and saturated saline (30 mL×2) respectively
9. 9
   تجفيفdried over anhydrous sodium sulfate
10. 10
    workup.ADDITIONwere added
11. 11
    درجة الحرارةthe mixture was refluxed for 2 hours
12. 12
    ترشيحAfter filtration
13. 13
    أخرىthe solvent was removed by evaporation under reduced pressure

الإجراء التجريبي

The compound of formula VI (3.18 g, 0.02 mol) was dissolved into dried tetrahydrofuran (20 mL), followed by addition of DMAP (0.08 g, 0.6 mmol) and pyridine (5 mL) therein. The mixture was heated for 30 minutes at 50° C., and then cooled. Under ice bath, ethyl oxalyl monochloride (5.46 g, 0.04 mol) was slowly dropped therein. After the dropping, the mixture was heated for 4 hours at 70° C. The solid was filtered off and the solvent was evaporated off under reduced pressure. Water (40 mL) was added therein, and the product was extracted by using ethyl acetate (75 mL×3). The liquid was separated, and the combined organic phase was washed by water (30 mL) and saturated saline (30 mL×2) respectively, and dried over anhydrous sodium sulfate. After the solvent therein was removed by rotary evaporation, NaHCO3 (1.26 g, 0.015 mol) and methanol (20 mL) were added therein, and the mixture was refluxed for 2 hours. After filtration, the solvent was removed by evaporation under reduced pressure to give a yellow oil, i.e., ethyl 3-butyramido-2-oxo-butyrate, which is directly used in the next step without purification.

المصدر