Reaktion #43998

Reaktionsgleichung

2,3-bis(bromomethyl)-1,4-diethoxy-naphthalene

4-aminophenylacetic acid ethyl ester

→

product

Ausbeute 36.0%

Ethyl[4-(4,9-diethoxy-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetate

Ausbeute 36.0%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed in vacuo
2. 2
   Waschenwashed with 8% aqueous sodium bicarbonate solution (5 ml)
3. 3
   TrocknenThe organic layer was dried over magnesium sulphate
4. 4
   Sonstigethe solvent removed in vacuo
5. 5
   SonstigePurification by flash column chromatography on silica gel eluting with 90% cyclohexane/ethyl acetate

Vorschrift

A solution of 2,3-bis(bromomethyl)-1,4-diethoxy-naphthalene (41 mg, 0.1 mmol) and 4-aminophenylacetic acid ethyl ester (20 mg, 0.11 mmol) in N,N-dimethylformamide (1 ml) was heated at 60° C. under nitrogen for 14 h. The solvent was removed in vacuo and the residue taken up in ethyl acetate (10 ml) and washed with 8% aqueous sodium bicarbonate solution (5 ml). The organic layer was dried over magnesium sulphate and the solvent removed in vacuo. Purification by flash column chromatography on silica gel eluting with 90% cyclohexane/ethyl acetate gave the product as a white solid (15 mg, 36%).

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