Sodium Bicarbonate → HCID 14229801, compound

HRID 1761920Notes

Reaction equation

HRID 1761920 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:19]([O:21][CH2:22][CH2:23][N:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)=[O:20])[C:7]2[O:11][C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:9][C:8]=2[CH:18]=1)([O-])=O.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[NH2:1][C:4]1[CH:5]=[C:6]([C:19]([O:21][CH2:22][CH2:23][N:24]2[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]2)=[O:20])[C:7]2[O:11][C:10]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:9][C:8]=2[CH:18]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 14229805HCID 14229805, compound

Product 1

HCID 14229801HCID 14229801, compoundYield 71.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1.5 g of 2-piperidinoethyl 5-nitro-2-phenylbenzofuran-7-carboxylate, 4.29 g of stannous chloride dihydrate and 100 ml of ethyl acetate is heated at 70°-80° C. for 2 hours. The reaction mixture is neutralized with an aqueous saturated sodium bicarbonate solution and extracted with ethyl acetate. The extract is washed, dried and evaporated to remove solvent. The residue is recrystallized from isopropanol to give 995 mg of 2-piperidinoethyl 5-amino-2-phenylbenzofuran-7-carboxylate as yellow needles.

Workup

  1. temperatureis heated at 70°-80° C. for 2 hours
  2. extractionextracted with ethyl acetate
  3. washThe extract is washed
  4. customdried
  5. customevaporated
  6. customto remove solvent
  7. customThe residue is recrystallized from isopropanol

Sources & evidence

ORD record
ord-b4f88573de094adabf4b89c96b52a207
Source dataset
uspto-grants-1989_05
Patent number
US04829067

Reaction notes

Loading…