Water → 2,4-Bis(tert-butyl)-6-[[(2,6-dibromophenyl)amino]methyl]phenol

HRID 601092Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 601092
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[C:7]([CH:15]=[N:16][C:17]2[C:22]([Br:23])=[CH:21][CH:20]=[CH:19][C:18]=2[Br:24])[C:6]=1[OH:25])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+].O>CO>[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[C:7]([CH2:15][NH:16][C:17]2[C:22]([Br:23])=[CH:21][CH:20]=[CH:19][C:18]=2[Br:24])[C:6]=1[OH:25])([CH3:2])([CH3:3])[CH3:4]

Komponenten

5

Edukt 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 1363467102,4-Bis(tert-butyl)-6-[[(2,6-dibromophenyl)imino]methyl]phenol

Produkt 1

HCID 866276672,4-Bis(tert-butyl)-6-[[(2,6-dibromophenyl)amino]methyl]phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a suspension of 2,4-bis(tert-butyl)-6-[[(2,6-dibromophenyl)imino]methyl]phenol (0.91 g, 2.41 mmol) in methanol (20 ml) was added NaBH4 (1.2 g), in small portions. The yellow suspension was stirred for 2 hours during which the yellow solution turned clear. Water (10 ml) was then slowly added, the organic phase separated and the aqueous phase extracted with dichloromethane (3×10 ml). The organic fractions were combined, dried (NaSO4), and the solvent removed under reduced pressure. The crude product was purified by recrystallisation from hot hexane to afford the product as large colourless crystals. Yield 0.48 g, 95%.

Aufarbeitung

  1. customthe organic phase separated
  2. extractionthe aqueous phase extracted with dichloromethane (3×10 ml)
  3. dry with materialdried (NaSO4)
  4. customthe solvent removed under reduced pressure
  5. customThe crude product was purified by recrystallisation from hot hexane

Quellen und Nachweise

ORD-Eintrag
ord-58d0005d99bf4b80a0e98e4d6564161a
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902308B2

Notizen zur Reaktion

Wird geladen…