Hydrochloric Acid → 4-(3,4-Dihydroxy-5-nitrophenyl)-3-methylbut-3-en-2-ol

HRID 1195941Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1195941
[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[C:13]([CH3:17])[C:14](=[O:16])[CH3:15])[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[OH:8].[BH4-].[Na+].O.Cl>[OH-].[Na+]>[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[C:13]([CH3:17])[CH:14]([OH:16])[CH3:15])[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[OH:8]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 540099494-(3,4-Dihydroxy-5-nitrophenyl)-3-methylbut-3-en-2-one

Produkt 1

HCID 544528424-(3,4-Dihydroxy-5-nitrophenyl)-3-methylbut-3-en-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

1.8 g of the product obtained in Example 6 was dissolved in 20 ml of 1N NaOH-solution and 4.0 g of sodium borohydride in small amount of water was added. The mixture was stirred over night at room temperature, acidified with hydrochloric acid and extracted with ether. The solvent was evaporated in vacuo and the residue purified in a silica gel column by using toluene-acetic acid dioxane (18:1:1). The product was crystallized from dichloromethane petroleum ether. Yield 0.80 g (44%), m.p. 102°-104° C.

Aufarbeitung

  1. extractionextracted with ether
  2. customThe solvent was evaporated in vacuo
  3. customthe residue purified in a silica gel column
  4. customThe product was crystallized from dichloromethane petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-7cc3eccc59404964873c6d876bdaf098
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05112861

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