Sodium borohydride → HCID 67115789, Verbindung

HRID 72567Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 72567
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:25])=[C:6]([CH:24]=1)[CH2:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][CH2:14][N:13](C(=O)C(F)(F)F)[C:12]=2[CH:23]=1.[BH4-].[Na+]>C(O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:25])=[C:6]([CH:24]=1)[CH2:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][CH2:14][NH:13][C:12]=2[CH:23]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 583408561-[6-(5-Bromo-2-chloro-benzyl)-2,3-dihydro-benzo[1,4]oxazin-4-yl]-2,2,2-trifluoro-ethanone

Produkt 1

HCID 67115789HCID 67115789, VerbindungAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a stirred solution of 1-[6-(5-bromo-2-chloro-benzyl)-2,3-dihydro-benzo[1,4]oxazin-4-yl]-2,2,2-trifluoro-ethanone (8.6 g, 19.8 mmol) in ethanol (40 mL) was added NaBH4 portion wise and the reaction mixture was stirred overnight. The excess of NaBH4 was quenched by adding aq. HCl. Ethanol was evaporated and the residue was partitioned between dichloromethane and water. Organic layer was washed with brine, water, dried over sodium sulfate followed by evaporation of solvent furnished 6-(5-bromo-2-chloro-benzyl)-3,4-dihydro-2H-benzo[1,4]oxazine (6.1 g).

Aufarbeitung

  1. customThe excess of NaBH4 was quenched
  2. additionby adding aq. HCl
  3. customEthanol was evaporated
  4. customthe residue was partitioned between dichloromethane and water
  5. washOrganic layer was washed with brine, water
  6. dry with materialdried over sodium sulfate
  7. customfollowed by evaporation of solvent

Quellen und Nachweise

ORD-Eintrag
ord-b047f4e6a36947998d827108c4b7083d
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08828951B2

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