Triethylamine → 5-methoxy-2,3-dihydro-1H-isoindol-1-one

HRID 2201751

Reaktionsgleichung

Reaktionsgleichung von HRID 2201751
CC[N:3]([CH2:6][CH3:7])[CH2:4][CH3:5].BrC1C=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:10]=1C#N.[C]=[O:20]>[Pd].C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.[Fe+2].CO>[CH3:18][O:17][C:14]1[CH:15]=[C:7]2[C:5](=[CH:10][CH:13]=1)[C:4](=[O:20])[NH:3][CH2:6]2

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 217840962-Bromo-5-methoxybenzonitrileHCID 178418416HCID 178418416, Verbindung

Produkt 1

HCID 220647195-methoxy-2,3-dihydro-1H-isoindol-1-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178506421HCID 178506421, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Methanol (53 mL) and NEt3 (6.90 mL, 49.5 mmol) were added to 2-bromo-5-methoxybenzonitrile (5.25 g, 24.76 mmol) and Pd-dppf (Heraeus) (0.362 g, 0.495 mmol) in a pressure tube. The mixture was stirred under 60 psi of Carbon Monoxide at 80° C. for 8 hr. HPLC analysis (starting material retention time 3.24 min., product retention time 2.82 min.) indicated clean and complete conversion. The obtained solution was concentrated down to a light orange color solid, 6.66 g.

Aufarbeitung

  1. concentrationThe obtained solution was concentrated down to a light orange color solid, 6.66 g

Quellen und Nachweise

ORD-Eintrag
ord-f5d05bc9b37a4eadb2c0816cf9bc4954
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09365512B2

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