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

6synthesis methods

Product Name:3,4-Dihydro-2H-1-benzopyran-3,8-diol 3-nitrate
CAS Number:81486-20-6
Molecular formula:C9H9NO5
Molecular Weight:211.17

Phenol, 2-methoxy-6-(2-propenyl)-, acetate

2173-78-6
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3,4-Dihydro-2H-1-benzopyran-3,8-diol 3-nitrate

81486-20-6
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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]

acetic acid (8-methoxy-3,4-dihydro-2H-1-benzopyran-3-yl) ester

91520-04-6
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81486-20-6
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References

acetic acid [2-methoxy-6-(2-oxiranylmethyl)phenyl] ester

91520-02-4
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81486-20-6
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Benzeneethanol, α-(chloromethyl)-2-hydroxy-3-methoxy-, 1-acetate

91520-03-5
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81486-20-6
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81486-17-1 Synthesis

81486-17-1
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81486-20-6
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