Reaktion #1887

ord-775bed0ad28c49fbb6c1ce5df50c6d65

Reaktionsgleichung

[BH3-]C#N.[Na+]
sodium cyanoborohydride
COc1cc(OC)c(C(O)c2cc(Cl)ccc2N)c(OC)c1
2-amino-5-chloro-α-(2,4,6-trimethoxyphenyl)benzyl alcohol
CC(C)(C)C=O
trimethylacetaldehyde
CC(=O)O
acetic acid
COc1cc(OC)c(C(O)c2cc(Cl)ccc2NCC(C)(C)C)c(OC)c1
crystal
COc1cc(OC)c(C(O)c2cc(Cl)ccc2NCC(C)(C)C)c(OC)c1
5-chloro-α-(2,4,6-trimethoxyphenyl)-2-(neopentylamino)benzyl alcohol

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    EinengenAfter concentration and subsequent dilution with water
  2. 2
    Extraktionthe solution was extracted with ethyl acetate
  3. 3
    SonstigeAfter solvent removal

Vorschrift

After a solution of 2.5 g of 2-amino-5-chloro-α-(2,4,6-trimethoxyphenyl)benzyl alcohol, 1.01 ml of trimethylacetaldehyde and 0.56 g of acetic acid in 30 ml of ethanol was stirred at room temperature for 1.5 hours, 0.81 g of sodium cyanoborohydride was added, followed by stirring overnight. After concentration and subsequent dilution with water, the solution was extracted with ethyl acetate. After solvent removal, the residue was subjected to silica gel column chromatography to yield 2.2 g of a crystal.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726306uspto-grants-1998_03