반응 #216673

반응 방정식

2-amino-3-(2-chlorobenzoyl)-6-acetyl-4,5,6,7-tetrahydro-thieno[2,3-C]pyridine

sodium hydrogencarbonate

sodium hydrogencarbonate

sodium hydrogencarbonate

2-bromopropionyl bromide

2-bromopropionyl bromide

→

intended product

6-Acetyl-2-(2-bromopropionylamino)-3-(2-chlorobenzoyl)-4,5,6,7-tetrahydro-thieno[2,3-C]pyridine

용매

water

반응 조건

후처리

1. 1
   workup.ADDITIONwas further added
2. 2
   기타the reaction
3. 3
   온도After cooling down to room temperature
4. 4
   기타after which the organic phase was separated
5. 5
   추출The aqueous phase was extracted twice with ethyl acetate
6. 6
   세척washing with water
7. 7
   건조drying with anhydrous magnesium sulfate
8. 8
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
9. 9
   세척the resultant solid matter was washed with ether

실험 절차

13.3 g of toluene and 3.66 liters of water were added to 600 g of 2-amino-3-(2-chlorobenzoyl)-6-acetyl-4,5,6,7-tetrahydro-thieno[2,3-C]pyridine, to which 301 g of sodium hydrogencarbonate was further added. While heating to 60° C., 301 ml of 2-bromopropionyl bromide was dropped into the solution. Further, 170 g of sodium hydrogencarbonate and 170 ml of 2-bromopropionyl bromide were added in order to complete the reaction. After cooling down to room temperature, 500 g of sodium hydrogencarbonate was added, after which the organic phase was separated. The aqueous phase was extracted twice with ethyl acetate, followed by combination with the organic phase, washing with water and drying with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the resultant solid matter was washed with ether to obtain 800 g of the intended product. 1H-NMR(90 MHz, CDCl3) δ: 1.7-2.4(m,2H), 1.99(d, J=7.2 Hz, 3H), 2.06 and 2.12(each S, total 3H), 3.25-3.7(m,2H), 4.41(q, J=7.2 Hz, 1H), 4,4-4.8(m,2H), 7.0-7.5(m,4H)

출처