반응 #360381

반응 방정식

2-(N,N-dimethylamino)ethyl-(3′,4′,5′-trimethoxyphenyl)ketone

3-Dimethylamino-1-(3,4,5-trimethoxy-phenyl)-propan-1-one

2,3-dihydroxy-4-methoxybenzaldehyde

2,3-Dihydroxy-4-methoxy-benzaldehyde

Et3N

→

phenol

수율 11.0%

3-(3′,4′,5′-Trimethoxybenzoyl)-7-methoxy-8-hydroxy-2H-chromene

수율 11.0%

반응 조건

후처리

1. 1
   온도was heated
2. 2
   기타After quenching with 1M HCl
3. 3
   추출the product was extracted with CH2Cl2
4. 4
   추출The combined extract
5. 5
   세척was washed with water
6. 6
   세척rinsed with brine
7. 7
   건조dried over anhydrous magnesium sulfate
8. 8
   기타Purification

실험 절차

A mixture of 2-(N,N-dimethylamino)ethyl-(3′,4′,5′-trimethoxyphenyl)ketone (4, 1.17 g, 4.37 mmol), 2,3-dihydroxy-4-methoxybenzaldehyde (2, 0.74 g, 4.37 mmol), 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide (0.12 g, 0.44 mmol) and Et3N (1 ml) was heated under reflux at 115° C. for 3.5 hours. After quenching with 1M HCl, the product was extracted with CH2Cl2. The combined extract was washed with water, rinsed with brine and dried over anhydrous magnesium sulfate. Purification was done by silica gel flash column chromatography (60:40, hexane-ethyl acetate) which afforded the pure yellow-colored phenol (0.179 g, 0.48 mmol) in 11% yield. The phenol had a melting point of 189-190° C.

출처