Sodium borohydride → HCID 67572167, Verbindung

HRID 1417546Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1417546
[Br:1][C:2]1[C:7]([CH3:8])=[C:6]([N+:9]([O-])=O)[CH:5]=[CH:4][C:3]=1[S:12][CH3:13].[BH4-].[Na+]>CO.CCOCC.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[Br:1][C:2]1[C:7]([CH3:8])=[C:6]([NH2:9])[CH:5]=[CH:4][C:3]=1[S:12][CH3:13]

Komponenten

6

Edukt 2

HCID 4311764Sodium borohydrideHCID 67571039HCID 67571039, Verbindung

Produkt 1

HCID 67572167HCID 67572167, VerbindungAusbeute 92,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 8895Cupric acetateKatalysatorHCID 887MethanolLösungsmittel2×HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 2-bromo-4-nitro-methylthioanisole (450 mg, 1.81 mmol) in 45 mL of MeOH was added a suspension of copper(11) acetate (85 mg, 0.47 mmol) in 9 mL of MeOH. Sodium borohydride (300 mg, 7.9 mmol) was added as a solid over 0.5 h. The reaction was diluted with Et2O, washed with NaHCO3, dried with Na2SO4, filtered, and conc. to give 387 mg of the title compound. MS:m/e=218 (M+1) 1H NMR (400 Mhz, CDCl3): δ 2.35 (s, 3H), 6.62 (dd, 1H), 6.94 (d, 1H), 7.08 (d, 1H)

Aufarbeitung

  1. washwashed with NaHCO3
  2. dry with materialdried with Na2SO4
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-732119a0e9e04a1f8458c7a5d8ad476b
Quelldatensatz
uspto-grants-1999_03
Patentnummer
US05877191

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