반응 #59680

반응 방정식

triethylamine

3-(4-morpholinyl)benzenamine

Intermediate 3

3-(4-morpholinyl)benzenamine

3-Iodo4-methylbenzoyl chloride

Intermediate 1

3-Iodo4-methylbenzoyl chloride

→

desired product

수율 67.5%

3-Iodo-4-methyl-N-[3-(4-morpholinyl)phenyl]benzamide

수율 67.5%

용매

dimethyl formamide

반응 조건

후처리

1. 1
   기타The solvent was removed in vacuo
2. 2
   세척The organic layer was washed with water (2×100 ml), 2M sodium hydroxide solution (100 ml) and brine (100 ml)
3. 3
   건조dried over magnesium sulfate
4. 4
   여과filtered
5. 5
   기타solvent removed in vacuo
6. 6
   여과collected by filtration

실험 절차

3-Iodo4-methylbenzoyl chloride (Intermediate 1) (19.5 g, 69.6 mmol) was added portion-wise to a mixture of triethylamine (48 ml, 350 mmol) and 3-(4-morpholinyl)benzenamine (Intermediate 3) (12.6 g, 70.6 mmol) in dimethyl formamide (150 ml) and the mixture was heated at 80° C. for 16 hours. The solvent was removed in vacuo and the residue taken up in chloroform (200 ml). The organic layer was washed with water (2×100 ml), 2M sodium hydroxide solution (100 ml) and brine (100 ml), dried over magnesium sulfate, filtered and solvent removed in vacuo. The resulting yellow solid was titurated with diethyl ether and collected by filtration to yield the desired product as an off-white solid (20.0 g, 47.0 mmol). The product was used in subsequent reactions without further purification.

출처