Sodium Bicarbonate → 3-Hydroxyflubromazepam

HRID 1112101Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1112101
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[CH:9]([O:13]C(=O)C(F)(F)F)[N:8]=[C:7]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[F:26])[C:6]=2[CH:27]=1.C(=O)(O)[O-].[Na+]>C(O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[CH:9]([OH:13])[N:8]=[C:7]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[F:26])[C:6]=2[CH:27]=1

Komponenten

4

Edukt 2

HCID 516892Sodium BicarbonateHCID 20295645HCID 20295645, Verbindung

Produkt 1

HCID 131260123-HydroxyflubromazepamAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A suspension of 9.5 g (0.021 mole) of 7-bromo-5-(2-fluorophenyl)-1,3-dihydro-3-trifluoroacetoxy-2H-1,4-benzodiazepin-2-one in a mixture of 130 ml ethanol and 130 ml aqueous 5% sodium bicarbonate was stirred at 25° for 18 hr. The suspended solid was collected on a filter, washed with water, dried in air, and recrystallized from ethanol to give 4.54 g (62%) 7-bromo-5-(2-fluorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one as colorless crystals: mp 196°-198°; 19F nmr (DMSO-d6) δ -113.5 ppm (m); 1H nmr (DMSO-d6) δ 4.88 ppm (s, 1H), 6.35 ppm (s, OH), 7.0-7.9 ppm (m, 7H).

Aufarbeitung

  1. customThe suspended solid was collected on a filter
  2. washwashed with water
  3. customdried in air
  4. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-889a5f3754d646878b61acc9f174e72c
Quelldatensatz
uspto-grants-1978_10
Patentnummer
US04120856

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