2-Chloro-5-nitrobenzyl alcohol → 3-Hydroxymethyl-4-(methylthio)nitrobenzene

HRID 1597559

Reaktionsgleichung

Reaktionsgleichung von HRID 1597559
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[CH2:11][OH:12].C(S)[CH2:14][S:15]([O-])(=O)=O.[Na+]>CS(C)=O.CO>[OH:12][CH2:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[S:15][CH3:14]

Komponenten

5

Edukt 2

HCID 5557222-Chloro-5-nitrobenzyl alcoholHCID 23662354Mesna

Produkt 1

HCID 223168073-Hydroxymethyl-4-(methylthio)nitrobenzeneAusbeute 105,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 4-chloro-3-(hydroxymethyl)nitrobenzene (20 g, 0.10 mol) in DMSO (160 mL) and MeOH (80 mL), MeSNa (8.2 g, 0.12 mol) was added portionwise at 0° C. and the mixture was stirred for 2 h at room temperature. The mixture was poured into ice water (300 mL) and the yellow precipitate was collected by filtration and washed with ether (150 mL) gave the title compound (21 g, quantitative).

Aufarbeitung

  1. filtrationthe yellow precipitate was collected by filtration
  2. washwashed with ether (150 mL)

Quellen und Nachweise

ORD-Eintrag
ord-7029c23d26d645c7923f1921148939a5
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06294558B1

Verknüpfte Notizen

Wird geladen…