Methyl rac-1,2,3,4,5,8-hexahydro-5,8-dioxonaphthalene-2-carboxylate → Methyl rac-5,8-dihydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate

HRID 462617Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 462617
[O:1]=[C:2]1[CH:11]=[CH:10][C:9](=[O:12])[C:8]2[CH2:7][CH:6]([C:13]([O:15][CH3:16])=[O:14])[CH2:5][CH2:4][C:3]1=2.[H][H]>[Pd].CO>[OH:1][C:2]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]2[C:3]=1[CH2:4][CH2:5][CH:6]([C:13]([O:15][CH3:16])=[O:14])[CH2:7]2

Komponenten

5

Edukt 2

HCID 20283297Methyl rac-1,2,3,4,5,8-hexahydro-5,8-dioxonaphthalene-2-carboxylateHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 20283289Methyl rac-5,8-dihydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylateAusbeute 102,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

0.30 g of 10% palladium-on-carbon catalyst was added to a solution of 4.0 g (0.018 mol) of methyl rac-1,2,3,4,5,8-hexahydro-5,8-dioxonaphthalene-2-carboxylate in 180 ml of methanol and the mixture was shaken under one atmosphere of hydrogen until hydrogen uptake ceased (429 ml, 18 minutes). The mixture was filtered and the filtrate was evaporated to yield 4.1 g (100%) of methyl rac-5,8-dihydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate in the form of a white crystalline solid of melting point 135°-136° C.

Aufarbeitung

  1. custom(429 ml, 18 minutes)
  2. filtrationThe mixture was filtered
  3. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-f93f563422a341168b7318607bf78e71
Quelldatensatz
uspto-grants-1985_05
Patentnummer
US04515969

Notizen zur Reaktion

Wird geladen…