Hydrochloric Acid → HCID 13747420, compound

HRID 1587088Notes

Reaction equation

HRID 1587088 reaction equation
[CH2:1]([O:3][C:4]1[CH:14]=[C:13]([CH2:15][C:16]([NH:18][CH:19]([C:32]([O:34]CC)=[O:33])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[N:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[O:17])[CH:12]=[CH:11][C:5]=1[C:6]([O:8]CC)=[O:7])[CH3:2].[OH-].[Na+].Cl>C(O)C>[CH2:1]([O:3][C:4]1[CH:14]=[C:13]([CH2:15][C:16]([NH:18][CH:19]([C:32]([OH:34])=[O:33])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[N:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[O:17])[CH:12]=[CH:11][C:5]=1[C:6]([OH:8])=[O:7])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13747412HCID 13747412, compound

Product 1

HCID 13747420HCID 13747420, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-ethoxy-4-[N-(α-ethoxycarbonyl-2-piperidinobenzyl)-aminocarbonylmethyl]-benzoate (0.45 g, 0.9 mmol) in ethanol (5 ml) is stirred together with 1N sodium hydroxide solution (2.7 ml) for 2 hours at 50° C. Then 1N hydrochloric acid (2.7 ml) is added and the mixture is concentrated by evaporation in vacuo. The evaporation residue is partitioned between water and chloroform. The combined chloroform extracts are shaken once with water, then the organic phase is dried, filtered and evaporated down in vacuo. The evaporation residue is crystallized with ether.

Workup

  1. concentrationthe mixture is concentrated by evaporation in vacuo
  2. customThe evaporation residue is partitioned between water and chloroform
  3. customthe organic phase is dried
  4. filtrationfiltered
  5. customevaporated down in vacuo
  6. customThe evaporation residue is crystallized with ether

Sources & evidence

ORD record
ord-1db33adb5c0f459ea12e6b48d14775d5
Source dataset
uspto-grants-1993_06
Patent number
US05216167

Reaction notes

Loading…