Methanol → 2-[3-(2,6-dimethylphenyl)propyl]-1H-isoindole-1,3(2H)-dione

HRID 4767

Reaktionsgleichung

Reaktionsgleichung von HRID 4767
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[CH:9]=[CH:10][CH2:11][N:12]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:22].CO>C1COCC1.[Pd]>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[CH2:9][CH2:10][CH2:11][N:12]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:22]

Komponenten

5

Edukt 2

HCID 887MethanolHCID 544475222-[3-(2,6-dimethylphenyl)-2-propenyl]-1H-isoindole-1,3(2H)-dione

Produkt 1

HCID 136567382-[3-(2,6-dimethylphenyl)propyl]-1H-isoindole-1,3(2H)-dione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The title compound of Example 32 (10 g, 34 mmole) dissolved in 120 ml of THF and 100 ml of MeOH was reduced in a standard Parr hydrogenation apparatus using 1 g of 5% Pd/C as catalyst. The reaction was run at room temperature under a pressure of 5 psi for 24 hours. The residue after removing all solvent under reduced pressure was chromotographed to yield the pale yellow crystalline product which was recrystallized from Skelly B. The melting point was 92°-93.5° C.

Aufarbeitung

  1. customThe residue after removing all solvent under reduced pressure
  2. customto yield the pale yellow crystalline product which
  3. customwas recrystallized from Skelly B

Quellen und Nachweise

ORD-Eintrag
ord-3ee8fe3c20534d3ebb7f9a94b9cce103
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727189

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