Hydrochloric Acid → HCID 53311336, Verbindung

HRID 2427509Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2427509
[CH3:1][C:2]1[CH:3]=[C:4]([C:24]#N)[CH:5]=[C:6]2[C:10]=1[C:9](=[O:11])[N:8]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]([F:23])([F:22])[F:21])=[CH:15][CH:14]=1)[CH2:7]2.[OH-:26].[Na+].Cl.C[OH:30]>>[CH3:1][C:2]1[CH:3]=[C:4]([C:24]([OH:30])=[O:26])[CH:5]=[C:6]2[C:10]=1[C:9](=[O:11])[N:8]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]([F:23])([F:22])[F:21])=[CH:15][CH:14]=1)[CH2:7]2

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 579493637-Methyl-1-oxo-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-1H-isoindole-5-carbonitrile

Produkt 1

HCID 53311336HCID 53311336, VerbindungAusbeute 64 %

Versuchsvorschrift

7-Methyl-1-oxo-2-(4-trifluoromethoxybenzyl)-2,3-dihydro-1H-isoindole-5-carbonitrile (103 mg, 0.30 mmol) was stirred at 100° C. in MeOH (10 mL) and 6N NaOH (10 mL) for 2.5 hours. The reaction was acidified with 1N HCl and partitioned between CH2Cl2 and water, and the organic layer was washed with brine and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure to yield a white solid (69.0 mg, 64%). 1H NMR (300 MHz, CDCl3): δ 7.96 (d, 2H), 7.37 (d, 2H), 7.21 (d, 2H), 4.82 (s, 2H), 4.32 (s, 2H), 2.84 (s, 3H).

Aufarbeitung

  1. custompartitioned between CH2Cl2 and water
  2. washthe organic layer was washed with brine
  3. dry with materialdried over anhydrous Na2SO4
  4. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2bd637ddf1ee46e8a26327f714b1e57b
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07968570B2

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