Sodium borohydride → HCID 67338337, Verbindung

HRID 82360

Reaktionsgleichung

Reaktionsgleichung von HRID 82360
[BH4-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[C:11]([C:17]#[N:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6][C:5]=1[F:19]>CCO>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH:11]([C:17]#[N:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:6][C:5]=1[F:19]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 67338173Ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanoacrylate

Produkt 1

HCID 67338337HCID 67338337, VerbindungAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

A solution NaBH4 (15 mg, 0.39 mmol) in EtOH (4 mL) was cannulated into a mixture of the ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanoacrylate (200 mg, 0.79 mmol) in EtOH (2 mL) at room temperature. After 5 minutes, the mixture was quenched with 0.1N HCl, concentrated in vacuo, diluted with H2O, extracted with DCM, dried over MgSO4, concentrated and subject to flash chromatography (SiO2 with DCM) to give ethyl 3-(4-chloro-3-fluorophenyl)-2-cyanopropanoate (0.20 g, 58%). LCMS (APCI+) [M+H]+254.3.

Aufarbeitung

  1. customthe mixture was quenched with 0.1N HCl
  2. concentrationconcentrated in vacuo
  3. additiondiluted with H2O
  4. extractionextracted with DCM
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9a355cafe23f4371a3c41d7120267249
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846681B2

Verknüpfte Notizen

Wird geladen…