Hydrogen Bromide → 4,5-Dihydroxy-2-nitrobenzaldehyde

HRID 1982218

Reaktionsgleichung

Reaktionsgleichung von HRID 1982218
ClC[O:3][C:4]1[C:5]([OH:15])=[CH:6][C:7]([N+:12]([O-:14])=[O:13])=[C:8]([CH:11]=1)[CH:9]=[O:10].Br>>[OH:15][C:5]1[C:4]([OH:3])=[CH:11][C:8]([CH:9]=[O:10])=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1

Komponenten

3

Edukt 2

HCID 260Hydrogen BromideHCID 114247525-Chloromethoxy-4-hydroxy-2-nitrobenzaldehyde

Produkt 1

HCID 37823444,5-Dihydroxy-2-nitrobenzaldehydeAusbeute 93 %

Versuchsvorschrift

5-Chloromethoxy-4-hydroxy-2-nitrobenzaldehyde (10) (3 g; 0.013 mol) is stirred at 23° C. with 15 ml 48% HBr for two days. The precipitate is removed by filtration, and washed well with H2O, giving 2.2 g (93%) of 4,5-dihydroxy-2-nitrobenzaldehyde (1). The remainder of the product is isolated by ether extraction of the filtrate. Drying the combined ether extracts over Na2SO4, filtering, and removing the ether at reduced pressure, gives the remaining 0.17 g (7%) of (1): mp 201°-203° C.; mass spectrum, m/e 183 (M+); 1HNMR (d6 -Me2CO) δ10.59 (br s,2H), δ10.2(s,1H), δ7.6(s,1H), δ7.3(s,1H).

Aufarbeitung

  1. customThe precipitate is removed by filtration
  2. washwashed well with H2O

Quellen und Nachweise

ORD-Eintrag
ord-152d51ab762c4de391e6b7d9effed8ea
Quelldatensatz
uspto-grants-1986_06
Patentnummer
US04595765

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