Chloride → 1,2-Benzenediol, 4-(3-hydroxypropyl)-

HRID 909698

Reaktionsgleichung

Reaktionsgleichung von HRID 909698
O[CH2:2][C:3]([C:5]1[CH:6]=[C:7]([OH:12])[C:8](=[CH:10][CH:11]=1)[OH:9])=O.[Na].[Cl-].[H][H].[CH3:17][OH:18]>[Pd].O>[CH:11]1[C:5]([CH2:3][CH2:2][CH2:17][OH:18])=[CH:6][C:7]([OH:12])=[C:8]([OH:9])[CH:10]=1

Komponenten

8

Edukt 5

HCID 312ChlorideHCID 887MethanolHCID 5360545SodiumHCID 221344442-Hydroxy-3′,4′-dihydroxyacetophenone2×HCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 112174641,2-Benzenediol, 4-(3-hydroxypropyl)-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 962WaterLösungsmittel2×

Versuchsvorschrift

In a reactor as described in Example 5 well dried samples of 1.5 g of 4-hydroxyacetyl-catechol with very low sodium and chloride content (<0.15%) were hydrogenated in the presence or absence of added water. All reactions were run with 0.15 g Pd/C (10%) in 30 ml of solvent at 5 bar and 40° C. at least to the end of hydrogen uptake. The catalyst was filtered off and washed with ethyl acetate. The solutions were concentrated and the residues analyzed quantitatively. The results are summarized in Table 3 snowing the influence of the added water. The starting material was totally consumed in every experiment at the end. The data shows that the result is clearly improved at a relation of 1 mol water added per 3 moles of 4-hydroxyacetyl-catechol and is even better at a relation of 1/1 mole. The lower suitability of methanol as solvent is also demonstrated.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. washwashed with ethyl acetate
  3. concentrationThe solutions were concentrated
  4. customThe starting material was totally consumed in every experiment at the end

Quellen und Nachweise

ORD-Eintrag
ord-bce44eb78c57497384c287ead8007012
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08017815B2

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