Hydrochloric Acid → HCID 67768201, compound

HRID 2226762Notes

Reaction equation

HRID 2226762 reaction equation
C([O:3][C:4]([C@@H:6]1[CH2:11][CH2:10][CH2:9][N:8]([CH2:12][CH2:13][O:14][CH2:15][CH2:16][CH:17]2[CH2:24][C:23]3[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=3[CH2:21][NH:20][C:19]3[CH:29]=[CH:30][CH:31]=[CH:32][C:18]2=3)[CH2:7]1)=[O:5])C.[OH-].[Na+].[ClH:35]>C(O)C>[ClH:35].[CH:32]1[C:18]2[CH:17]([CH2:16][CH2:15][O:14][CH2:13][CH2:12][N:8]3[CH2:9][CH2:10][CH2:11][C@@H:6]([C:4]([OH:5])=[O:3])[CH2:7]3)[CH2:24][C:23]3[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=3[CH2:21][NH:20][C:19]=2[CH:29]=[CH:30][CH:31]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53941333HCID 53941333, compound

Product 1

HCID 67768201HCID 67768201, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The above ester (0.4 g, 0.9 mmol) was dissolved in ethanol (7 ml) and a 2 N aqueous sodium hydroxide solution (1.8 ml) was added. The reaction mixture was stirred at room temperature for 16 h. The mixture was placed on an ice-bath and a concentrated aqueous hydrochloric acid solution (0.37 ml) was added. The volatiles were evaporated in vacuo, the residue suspended in dichloromethane and the solid removed by filtration. The solvent was evaporated from the filtrate in vacuo to give a residue which was re-evaporated with dichloromethane to give 0.30 g of the title compound as an amorphous solid.

Workup

  1. customThe mixture was placed on an ice-bath
  2. customThe volatiles were evaporated in vacuo
  3. customthe solid removed by filtration
  4. customThe solvent was evaporated from the filtrate in vacuo
  5. customto give a residue which
  6. customwas re-evaporated with dichloromethane

Sources & evidence

ORD record
ord-9064f0bf90de49daa049fc486fedba77
Source dataset
uspto-grants-1994_09
Patent number
US05348965

Reaction notes

Loading…