Sodium borohydride → 3,5-dichloro-4-hydroxymethyl-N-methylaniline

HRID 1899985Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1899985
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:12])[C:9]=1[CH:10]=[O:11])[NH:5][CH3:6].[BH4-].[Na+]>CO.O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:12])[C:9]=1[CH2:10][OH:11])[NH:5][CH3:6]

Komponenten

5

Edukt 2

HCID 4311764Sodium borohydrideHCID 18923365HCID 18923365, Verbindung

Produkt 1

HCID 189235483,5-dichloro-4-hydroxymethyl-N-methylanilineAusbeute 100,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 3,5-dichloro-4-formyl-N-methylaniline (242 mg) in methanol (3 ml) and tetrahydrofuran (3 ml) was added sodium borohydride (45 mg) and the mixture was stirred for 30 minutes at ambient temperature. The reaction mixture was quenched with aqueous saturated ammonium chloride solution and ethyl acetate was added thereto. The separated organic layer was washed with aqueous saturated ammonium chloride solution, dried and concentrated in vacuo to give 3,5-dichloro-4-hydroxymethyl-N-methylaniline (246 mg).

Aufarbeitung

  1. customThe reaction mixture was quenched with aqueous saturated ammonium chloride solution and ethyl acetate
  2. additionwas added
  3. washThe separated organic layer was washed with aqueous saturated ammonium chloride solution
  4. customdried
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c8dfb09752d14245ace2dc75f4a9f130
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05574042

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