反応 #54672

反応方程式

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

ethyl bromoacetate

→

Ethyl-1-allyl-7-benzyloxy-2-oxo-1,2,3,4-tetrahydro-1-naphthaleneacetate

溶媒

CHCl3

反応条件

後処理

1. 1
   その他to yield 25.5 g (87%) crude crystalline IXc
2. 2
   その他Recrystallization from ethanol
3. 3
   その他gave 19.5 g (66%) m.p. 83°-85°

実験手順

Crude 1-allyl-7-benzyloxy-3,4-dihydro-2(1H)-naphthalenone (VIIIc), 22.9 g (78.5 mmol) was reacted with ethyl bromoacetate by the method of Example 5 to yield 25.5 g (87%) crude crystalline IXc. Recrystallization from ethanol gave 19.5 g (66%) m.p. 83°-85°. IR (CHCl3) 1725, 1710 cm-1 (ketone and ester); NMR δ, 1.05 and 3.96 (triplet and quartet and OCH2CH3) 4.8-5.8 (m, 5, olefinic and PhCH2O), 5.15 (s, 2, PhCH2O), 6.80-7.55 (m, 8, ArH).

出典