Sodium borohydride → N-[3-(2-Amino-1-hydroxyethyl)-4-fluorophenyl]methanesulfonamide

HRID 2379190Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2379190
Cl.[NH2:2][CH2:3][C:4]([C:6]1[CH:7]=[C:8]([CH:14]=[CH:15][C:16]=1[F:17])[NH:9][S:10]([CH3:13])(=[O:12])=[O:11])=[O:5].[BH4-].[Na+]>CO>[NH2:2][CH2:3][CH:4]([C:6]1[CH:7]=[C:8]([CH:14]=[CH:15][C:16]=1[F:17])[NH:9][S:10]([CH3:13])(=[O:11])=[O:12])[OH:5]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 18958065HCID 18958065, Verbindung

Produkt 1

HCID 9838761N-[3-(2-Amino-1-hydroxyethyl)-4-fluorophenyl]methanesulfonamideAusbeute 91,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3'-(2-Aminoacetyl)-4'-fluoromethanesulfonanilide hydrochloride (3 g) was dissolved in 30 ml of methanol, 0.20 g of sodium borohydride was added at 0°-5° C. and the mixture was made to react at the same temperature for 1 hour. The solvent was evaporated and the residue was made into free base using ion exchange resin (Dowex 50W X2), concentrated to dryness and the residue was recrystallized from methanol to give 2.4 g of (±)-3'-(2-amino-1-hydroxyethyl)-4'-fluoromethanesulfonanilide, m.p. 176°-179° C.

Aufarbeitung

  1. customto react at the same temperature for 1 hour
  2. customThe solvent was evaporated
  3. concentrationconcentrated to dryness
  4. customthe residue was recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-36d75a62a53042c990fbac768beb8bc6
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05360822

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