3-Amino-1,2-propanediol → HCID 19598478, compound

HRID 724747Notes

Reaction equation

HRID 724747 reaction equation
[OH:1][CH:2]([CH2:5][OH:6])[CH2:3][NH2:4].[O:7]=[C:8]1[C:13]2[CH:14]=[CH:15]O[C:12]=2[CH2:11][CH2:10][CH2:9]1>C(O)C>[O:7]=[C:8]1[CH2:9][CH2:10][CH2:11][C:12]2[N:4]([CH2:3][CH:2]([OH:1])[CH2:5][OH:6])[CH:15]=[CH:14][C:13]1=2

Participants

4

Reactant 2

HCID 735613-Amino-1,2-propanediolHCID 27335414,5,6,7-Tetrahydro-1-benzofuran-4-one

Product 1

HCID 19598478HCID 19598478, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
150 °C

Procedure

9.4 g of 2,3-dihydroxypropylamine were added to a solution of 13.6 g of 4-oxo-4,5,6,7-tetrahydrobenzofuran in 200 cm3 of ethanol. The reaction medium was heated at 150° C. for 9 hours. After evaporation of the solvent and purification of the crude product on silica gel (ethyl acetate/methanol=9/1 ), 11.2 g of 4-oxo-4,5,6,7-tetrahydro-1-N-(β,γ-dihydroxypropyl)indole were recovered in the form of an oil.

Workup

  1. customAfter evaporation of the solvent and purification of the crude product on silica gel (ethyl acetate/methanol=9/1 ), 11.2 g of 4-oxo-4,5,6,7-tetrahydro-1-N-(β,γ-dihydroxypropyl)indole
  2. customwere recovered in the form of an oil

Sources & evidence

ORD record
ord-64d0780c04eb4514831dc38e436d3772
Source dataset
uspto-grants-1998_01
Patent number
US05704948

Reaction notes

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