Lithium borohydride → 7-Hydroxymethyl-6,7-dihydrodibenzo[c,e]azepin-5-one

HRID 660573

Reaktionsgleichung

Reaktionsgleichung von HRID 660573
C[O:2][C:3]([CH:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9]2[CH:16]=[CH:17][CH:18]=[CH:19][C:8]=2[C:7](=[O:20])[NH:6]1)=O.[Li+].[BH4-]>CO>[OH:2][CH2:3][CH:5]1[NH:6][C:7](=[O:20])[C:8]2[CH:19]=[CH:18][CH:17]=[CH:16][C:9]=2[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]1=2

Komponenten

4

Edukt 2

HCID 4148881Lithium borohydride2×HCID 688384697-Oxo-6,7-dihydro-5H-dibenzo[c,e]azepine-5-carboxylic Acid Methyl Ester

Produkt 1

HCID 688422237-Hydroxymethyl-6,7-dihydrodibenzo[c,e]azepin-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 7-oxo-6,7-dihydro-5H-dibenzo[c,e]azepine-5-carboxylic acid methyl ester (120 mg, 0.45 mmol) in MeOH (5 mL) at 0° C. is added LiBH4 (20 mg, 0.9 mmol). The mixture is allowed to warm to RT and stirred there for 18 h. Additional LiBH4 is added until starting material is consumed. The solvent is removed under reduced pressure and water is added. The mixture is extracted with EtOAc and the organic phase is washed with brine and dried over magnesium sulfate. The solvent is removed under reduced pressure to give the title compound which is used directly in the next step.

Aufarbeitung

  1. customis consumed
  2. customThe solvent is removed under reduced pressure and water
  3. additionis added
  4. extractionThe mixture is extracted with EtOAc
  5. washthe organic phase is washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent is removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f34b84d44a934cc78da113115b2f44ba
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084448B2

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