Benzophenone imine → HCID 86600374, Verbindung

HRID 1785427Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1785427
[C:1]([O:5][C:6](=[O:18])[NH:7][CH:8]([CH3:17])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12](Br)[CH:11]=1)([CH3:4])([CH3:3])[CH3:2].[C:19](=[NH:32])([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.CC(C)([O-])C.[Na+].C1(P(C2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=C(C3C4C(=CC=CC=4)C=CC=3)C3C(C=2)=CC=CC=3)C2C=CC=CC=2)C=CC=CC=1>CCOCC.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(C)C=CC=CC=1>[C:1]([O:5][C:6](=[O:18])[NH:7][CH:8]([CH3:17])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N:32]=[C:19]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:11]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

8

Edukt 4

HCID 136809Benzophenone imineHCID 18630801Bis(diphenylphosphino)-1,1'-binaphthylHCID 23676156Sodium t-butoxideHCID 69066642tert-butyl N-[1-(3-bromophenyl)propan-2-yl]carbamate

Produkt 1

HCID 86600374HCID 86600374, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 167845palladium(II) acetateKatalysatorHCID 1140TolueneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A suspension of [2-(3-bromo-phenyl)-1-methyl-ethyl]-carbamic acid tert-butyl ester (750 mg, 2.39 mmol), benzophenone imine (0.44 mL, 2.63 mmol), sodium tert-butoxide (298 mg, 3.1 mmol), bis(diphenylphosphino)-1,1′-binaphthyl (45 mg, 0.07 mmol), palladium acetate (16 mg, 0.07 mmol), and toluene (7.5 mL) was heated to reflux for 3 h while stirring under an atmosphere of nitrogen. Reaction diluted with ether and organics washed with water and saturated sodium chloride. Product isolated as a viscous yellow oil after purification on silica. M+1=415.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 3 h
  3. customReaction
  4. washorganics washed with water and saturated sodium chloride
  5. customProduct isolated as a viscous yellow oil
  6. customafter purification on silica

Quellen und Nachweise

ORD-Eintrag
ord-56f42368a1034a21b636a99b3922ec7e
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07504403B2

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