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ChemicalBook CAS DataBase List 3,4-Dihydro-2H-1-benzopyran-3,8-diol 3-nitrate
81486-20-6

3,4-Dihydro-2H-1-benzopyran-3,8-diol 3-nitrate synthesis

6synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 6 steps
1: 88.7 percent / 40 percent (w/v) peracetic acid, AcOK / CH2Cl2 / 48 h / Ambient temperature
2: 90.4 percent / 20 percent (w/v) HCl / diethyl ether / 12 h / Ambient temperature
3: 1.53 g / K2CO3 / dimethylformamide / 2 h / Ambient temperature
4: 52.1 percent / 1 N NaOH / methanol / 1 h / Ambient temperature
5: 88.9 percent / 47 percent HBr / 9 h / 90 °C
6: 1.) ethyl chloroformate, triethylamine; 2.) Ac2O, fum. HNO3; 3.) NaOH / 1.) THF, 0-5 deg C, 0.5 h; 2.) acetonitrile, -8 deg C, 1 h; 3.) MeOH, H2O, RT, 0.5 h

References:

Shiratsuchi;Kawamura;Akashi;Fujii;Ishihama;Uchida [Chemical and Pharmaceutical Bulletin,1987,vol. 35,# 2,p. 632 - 641]