반응 #67334

반응 방정식

water

3,4-dichlorobenzyl bromide

hydroxy-(4-hydroxy-phenyl)-acetic acid monohydrate

K2CO3

→

[4-(3,4-dichloro-benzyloxy)-phenyl]-hydroxy-acetic acid 3,4-dichloro-benzyl ester

용매

DMF

반응 조건

후처리

1. 1
   추출extracted with EtOAc
2. 2
   세척The organic layer was washed with water 1N HCl, brine
3. 3
   건조dried over Na2SO4
4. 4
   농축concentrated
5. 5
   기타The resulting solid was triturated with diethyl ether
6. 6
   여과filtered

실험 절차

To a solution of hydroxy-(4-hydroxy-phenyl)-acetic acid monohydrate (10 g) in DMF (50 mL) was added K2CO3 (29.7 g), followed by 3,4-dichlorobenzyl bromide (16.1 mL). The mixture was stirred at room temperature for 3 h. The mixture was poured into water (250 mL) and extracted with EtOAc. The organic layer was washed with water 1N HCl, brine, dried over Na2SO4, and concentrated. The resulting solid was triturated with diethyl ether and filtered to provide [4-(3,4-dichloro-benzyloxy)-phenyl]-hydroxy-acetic acid 3,4-dichloro-benzyl ester as a white solid (9.4 g). 1H NMR (400 MHz, DMSO d6): 7.69 (d, 1H), 7.63 (d, 1H), 7.55 (d, 1H), 7.41 (m, 1H), 7.37 (d, 1H), 7.31 (m, 2H), 7.20 (m, 1H), 6.97 (m, 2H), 6.06 (d, 1H), 5.16 (d, 1H), 5.1 (m, 4H).

출처