Sodium borohydride → HCID 44190471, Verbindung

HRID 1897595Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1897595
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:10])[C:7]=1[CH:8]=[O:9].[BH4-].[Na+]>C1COCC1.O.C(Cl)Cl>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:10])[C:7]=1[CH2:8][OH:9]

Komponenten

6

Edukt 2

HCID 4311764Sodium borohydrideHCID 730126133-Bromo-5-chloropyridine-4-carboxaldehyde

Produkt 1

HCID 44190471HCID 44190471, VerbindungAusbeute 98,7 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To the solution of 3-Bromo-5-chloro-pyridine-4-carbaldehyde (270 mg, 1.23 mmol) in THF (5 mL) and water (1 mL) was added NaBH4 (139 mg, 3.67 mmol). The resulting mixture was stirred for another 1 h, and was diluted with DCM. The organic layer was washed with water and brine. The aqueous layer was extracted with DCM. The combined extracts were separated and concentrated in vacuo to give 270 mg of title compound without further purification. ESI-MS m/z: 223.9 [M+1]+, Retention time 1.01 min. 1H-NMR (CDCl3, 400 MHz) δ 4.88 (s, 2H), 8.46 (s, 1H), 8.56 (s, 1H).

Aufarbeitung

  1. washThe organic layer was washed with water and brine
  2. extractionThe aqueous layer was extracted with DCM
  3. customThe combined extracts were separated
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2ea079a706e54866b11fb4b926c42829
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08519134B2

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