반응 #581211

반응 방정식

Compound 14

6β-dibenzylamino-4,5α-epoxy-14β-methoxy-17-methylmorphinan-3-ol

cyclohexene

→

6β-amino-4,5α-epoxy-14β-methoxy-17-methylmorphinan-3-ol

용매

MeOH

반응 조건

후처리

1. 1
   온도were reflux
2. 2
   온도heated for 16 hours under N2
3. 3
   여과Then the catalyst was filtered off
4. 4
   기타the filtrate evaporated
5. 5
   기타The residue (0.66 g of white foam resin) was crystallised out of i-PrOH/Et2O 1:1 (2 ml)
6. 6
   기타Fp>235-239° C.

실험 절차

A mixture of Compound 14 (1.02 g, 2.05 mmol), 10% Pd/C catalyst (0.52 g), cyclohexene (30 ml) and absolute MeOH (30 ml) were reflux heated for 16 hours under N2. Then the catalyst was filtered off and the filtrate evaporated. The residue (0.66 g of white foam resin) was crystallised out of i-PrOH/Et2O 1:1 (2 ml). Yield: 0.33 g (42%) of beige crystals: Fp>235-239° C.; IR (KBr): 3348 (OH) cm−1; 1H-NMR (CDCl3): 6.62 (d, J=8.0, 1 arom. H); 6.54 (d, J=8.0, 1 arom. H); 4.26 (d, J=7.0, H—C(5)); 3.22 (s, CH3O—C(14)); 2.36 (s, CH3N); Cl-MS: m/z 317 (M++1).

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