반응 #160688

반응 방정식

3-(4-chloro-benzyloxy)-4-(4-methoxy-benzyloxy)-benzaldehyde

3-(4-Chloro-benzyloxy)-4-(4-methoxy-benzyloxy)-benzaldehyde

→

3-(4-Chloro-benzyloxy)-4-hydroxy-benzaldehyde

용매

acetic acid

반응 조건

후처리

1. 1
   온도at reflux overnight
2. 2
   기타Excess acetic acid was removed by rotary evaporation under reduced pressure (hard vacuum)
3. 3
   추출The organic layer was extracted with aqueous sodium hydroxide solution (1 N; 3×150 mL)
4. 4
   추출back extracted with ethyl acetate
5. 5
   세척The organic layer was washed with brine
6. 6
   건조dried over magnesium sulphate
7. 7
   기타The resulting oil was triturated with 50/50 diethyl ether/hexane
8. 8
   여과the solid product 42 collected by vacuum filtration
9. 9
   세척the precipitate washed with hexane (32.6 g, 44%, retention time 3.08 mins, ES− 261.33)

실험 절차

A solution of 3-(4-chloro-benzyloxy)-4-(4-methoxy-benzyloxy)-benzaldehyde (41)(108 g) in acetic acid (500 mL) was heated at reflux overnight. Excess acetic acid was removed by rotary evaporation under reduced pressure (hard vacuum) and the resulting residue taken up in ethyl acetate. The organic layer was extracted with aqueous sodium hydroxide solution (1 N; 3×150 mL). The combined inorganic phases were neutralised with conc. hydrochloric acid and back extracted with ethyl acetate. The organic layer was washed with brine and dried over magnesium sulphate. The resulting oil was triturated with 50/50 diethyl ether/hexane, the solid product 42 collected by vacuum filtration and the precipitate washed with hexane (32.6 g, 44%, retention time 3.08 mins, ES− 261.33).

출처