Reaktion #43138

Reaktionsgleichung

Lithium aluminum hydride

diethyl ether

Intermediate 81

2-Fluoro-1-methoxy-4-(2-nitro-vinyl)-benzene

→

2-(3-Fluoro-4-methoxy-phenyl)-ethylamine

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture refluxed for 24 hours
2. 2
   TemperaturThe mixture was cooled
3. 3
   workup.ADDITIONadded dropwise
4. 4
   Sonstigethe mixture was quenched with 100 mL of 1 N KHSO4
5. 5
   SonstigeThe Organic layer was separated
6. 6
   Waschenwashed with sat. NaHCO3, sat. NaCl
7. 7
   Trocknendried over MgSO4
8. 8
   SonstigeRemoval of the solvent
9. 9
   Sonstigegave product
10. 10
    SonstigeIt was used in the next step without purification

Vorschrift

Lithium aluminum hydride (200 mL of 1 M in diethyl ether) was placed in a 1 L round bottomed flask along with 300 mL of diethyl ether. Intermediate 81 was placed in the thimble of a soxhlet extractor atop this flask and the mixture refluxed for 24 hours. The mixture was cooled to ° 0 C and 50 mL of ethyl acetate added dropwise. After stirring for 1 hour, the mixture was quenched with 100 mL of 1 N KHSO4. The Organic layer was separated washed with sat. NaHCO3, sat. NaCl, and dried over MgSO4. Removal of the solvent gave product. LC-MS showed the product had the expected M+H+ of 170. It was used in the next step without purification.

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