Sodium Hydroxide → 4-(2-dimethylaminomethyl-5,7-dihydro-4H-furo[2,3-c]pyridin-6-ylcarbonyl)phenylphenylmethanol

HRID 611368Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 611368
Cl.[CH3:2][N:3]([CH2:5][C:6]1[O:30][C:9]2[CH2:10][N:11]([C:14](=[O:29])[C:15]3[CH:20]=[CH:19][C:18]([C:21](=[O:28])[C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[CH:17][CH:16]=3)[CH2:12][CH2:13][C:8]=2[CH:7]=1)[CH3:4].[BH4-].[Na+].[OH-].[Na+]>CO>[CH3:4][N:3]([CH2:5][C:6]1[O:30][C:9]2[CH2:10][N:11]([C:14]([C:15]3[CH:20]=[CH:19][C:18]([CH:21]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[OH:28])=[CH:17][CH:16]=3)=[O:29])[CH2:12][CH2:13][C:8]=2[CH:7]=1)[CH3:2]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 19600069N,N-dimethyl-[6-(4-benzoylbenzoyl)-4,5,6,7-tetrahydrofuro[2,3-c]pyridin-2-ylmethyl]amine hydrochloride

Produkt 1

HCID 195999964-(2-dimethylaminomethyl-5,7-dihydro-4H-furo[2,3-c]pyridin-6-ylcarbonyl)phenylphenylmethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 0.196 g (0.461 mmol) of N,N-dimethyl-[6-(4-benzoylbenzoyl)-4,5,6,7-tetrahydrofuro[2,3-c]pyridin-2-ylmethyl]amine hydrochloride in 10 ml of methanol, 70 mg (1.9 mmol) of sodium borohydride was added under ice-cooling, followed by overnight stirring at room temperature. Aqueous sodium hydroxide was added, followed by 3 extractions with dichloromethane. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure to yield the desired product.

Aufarbeitung

  1. temperaturecooling
  2. extractionfollowed by 3 extractions with dichloromethane
  3. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d236b767edca40c69c376dce7b09df1f
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US05998433

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