Methyl 7-Nitro-1,4-benzodioxane-6-carboxylate → Methyl 7-amino-2,3-dihydro-1,4-benzodioxin-6-carboxylate

HRID 596604Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 596604
[CH3:1][O:2][C:3](=[O:17])[C:4]1[C:9]([N+:10]([O-])=O)=[CH:8][C:7]2[O:13][CH2:14][CH2:15][O:16][C:6]=2[CH:5]=1>[Pd].C(O)(=O)C>[CH3:1][O:2][C:3](=[O:17])[C:4]1[C:9]([NH2:10])=[CH:8][C:7]2[O:13][CH2:14][CH2:15][O:16][C:6]=2[CH:5]=1

Komponenten

4

Edukt 1

HCID 10537941Methyl 7-Nitro-1,4-benzodioxane-6-carboxylate

Produkt 1

HCID 3146109Methyl 7-amino-2,3-dihydro-1,4-benzodioxin-6-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 6.0 g. of 6-nitro-3,4-ethylenedioxybenzoic acid methyl ester, 150 mg. of 5% palladium on charcoal and 20 mls. of glacial acetic acid is hydrogenated under an initial hydrogen pressure of 30-40 p.s.i. and without external heating. After four hours the reaction mixture is filtered diluted with 80 ml. of ice water, stirred up one half hour and the resulting precipitate filtered off, water washed and dried to obtain 6-amino-3,4-ethylenedioxybenzoic acid methyl ester, m.p. 73°-77° C.

Aufarbeitung

  1. additionA mixture of 6.0 g
  2. filtrationAfter four hours the reaction mixture is filtered
  3. additiondiluted with 80 ml
  4. filtrationthe resulting precipitate filtered off
  5. washwater washed
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f940b815c6d64281b0e557a1548047c4
Quelldatensatz
uspto-grants-1977_03
Patentnummer
US04011323

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