반응 #1193751

반응 방정식

7-hydroxy-1-tetralone

caesium carbonate

benzylbromide

→

7-Benzyloxy-3,4-dihydro-1(2H)naphthalenone

용매

DMF

반응 조건

후처리

1. 1
   여과the mixture then filtered
2. 2
   농축the filtrate concentrated in vacuo
3. 3
   기타The oily residue was partitioned between ethyl acetate (200 ml) and brine (200 ml)
4. 4
   기타the organic layer separated
5. 5
   건조dried (MgSO4)
6. 6
   농축concentrated in vacuo

실험 절차

7-Benzyloxy-3,4-dihydro-1(2H)naphthalenone was prepared by treating 7-hydroxy-1-tetralone (5.91 g, 36.4 mmol) and caesium carbonate (13 g, 40.0 mmol) in dry DMF (100 ml) and under N2 with benzylbromide (6.22 g, 4.33 ml, 36.4 mmol). The reaction was stirred for 3 h and the mixture then filtered and the filtrate concentrated in vacuo. The oily residue was partitioned between ethyl acetate (200 ml) and brine (200 ml), the organic layer separated, dried (MgSO4) and concentrated in vacuo. Trituration of the resultant solid with diethylether-hexane (1:1, 200 ml) gave the desired compound as a white solid (6.57 g) m.p. 86-87°. MS (EI, 60 V) 252 (M+, 100%).

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