4-Nitrobenzofuran → 2,3-Dihydro-1-benzofuran-4-amine

HRID 1658277Notes

Reaction equation

HRID 1658277 reaction equation
[N+:1]([C:4]1[C:9]2[CH:10]=[CH:11][O:12][C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Rh].C(O)C>[O:12]1[C:8]2=[CH:7][CH:6]=[CH:5][C:4]([NH2:1])=[C:9]2[CH2:10][CH2:11]1

Participants

5

Reactant 2

HCID 133079794-NitrobenzofuranHCID 178418361HCID 178418361, compound2×

Product 1

HCID 117010432,3-Dihydro-1-benzofuran-4-amine

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3.0 g. of 4-nitrobenzofuran, 0.5 g of 5% Rhodium on carbon and 25 ml. of ethanol is hydrogenated in a Parr apparatus at a hydrogen pressure of 50 p.s.i. and temperature of 35°C. until the uptake of hydrogen ceases. The catalyst is removed by filtration and the filtrate evaporated in vacuo to obtain an oil of 2,3-dihydro-4-benzofuranamine.

Workup

  1. additionA mixture of 3.0 g
  2. customtemperature of 35°C.
  3. customThe catalyst is removed by filtration
  4. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-29de262a0479439c8f6a386d4359f21d
Source dataset
uspto-grants-1976_06
Patent number
US03963717

Reaction notes

Loading…