Hydrazine hydrate (1:1) → Ethyl 2-(4-aminobutyl)benzofuran-6-carboxylate

HRID 1732576Notes

Reaction equation

HRID 1732576 reaction equation
C1(=O)[N:5]([CH2:6][CH2:7][CH2:8][CH2:9][C:10]2[O:11][C:12]3[CH:18]=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:16]=[CH:15][C:13]=3[CH:14]=2)C(=O)C2=CC=CC=C12.O.NN>C(O)C>[NH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[O:11][C:12]2[CH:18]=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:16]=[CH:15][C:13]=2[CH:14]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 20303948Ethyl 2-(4-phthalimidobutyl)benzofuran-6-carboxylate

Product 1

HCID 20303943Ethyl 2-(4-aminobutyl)benzofuran-6-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 2-(4-phthalimidobutyl)-benzofuran-6-carboxylate (3.9 g., 0.01 mole) and hydrazine hydrate (0.55 g., 0.011 mole) in ethanol (20 ml.) is heated at 60° C. for 8 hours. The solvent is evaporated at reduced pressure. The solid residue is treated with water and 5 N sodium hydroxide solution and then is extracted with chloroform. The evaporation of the solvent from the organic extract provides ethyl 2-(4-aminobutyl)benzofuran-6-carboxylate.

Workup

  1. customThe solvent is evaporated at reduced pressure
  2. additionThe solid residue is treated with water and 5 N sodium hydroxide solution
  3. extractionis extracted with chloroform
  4. customThe evaporation of the solvent from the
  5. extractionorganic extract

Sources & evidence

ORD record
ord-d922f6130deb42128e2a017f0f1b438c
Source dataset
uspto-grants-1980_12
Patent number
US04238487

Reaction notes

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