Reaktion #427870

ord-3e4417cf1a8b49658124c1943478afd4

Reaktionsgleichung

CC(=O)NCCC1CCc2ccc(N)c(O)c21.Cl
N-[2-(6-Amino-7-hydroxy-2,3-dihydro-1H-inden-1-yl)ethyl]acetamide hydrochloride
O=C(Cl)COCc1ccccc1
(benzyloxy)acetyl chloride
O
Water
CC(=O)NCCC1CCc2ccc(NC(=O)COCc3ccccc3)c(O)c21
title compound
Ausbeute 80.3%
CC(=O)NCCC1CCc2ccc(NC(=O)COCc3ccccc3)c(O)c21
N-{3-[2-(Acetylamino)ethyl]-4-hydroxy-2,3-dihydro-1H-inden-5-yl}-2-(benzyloxy)acetamide
Ausbeute 80.3%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturcooling
  2. 2
    Sonstigethe solvent was evaporated under reduced pressure
  3. 3
    SonstigeThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=80/20→100/0)

Vorschrift

N-[2-(6-Amino-7-hydroxy-2,3-dihydro-1H-inden-1-yl)ethyl]acetamide hydrochloride (251 mg, 0.928 mmol) was dissolved in pyridine (10 mL), (benzyloxy)acetyl chloride (160 μL, 1.01 mmol) was added under ice-cooling, and the mixture was stirred for 15 min. Water was added to the reaction solution, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=80/20→100/0) to give the title compound (285 mg, yield 80%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08895591B2uspto-grants-2014_11