Hydrochloric Acid → HCID 67768414, compound

HRID 2226754Notes

Reaction equation

HRID 2226754 reaction equation
C([O:3][C:4]([C:6]1[CH2:7][N:8]([CH2:12][CH2:13][O:14][CH2:15][CH2:16][CH:17]2[C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[CH2:21][CH2:20][C:19]3[CH:28]=[CH:29][CH:30]=[CH:31][C:18]2=3)[CH2:9][CH2:10][CH:11]=1)=[O:5])C.[OH-].[Na+].Cl.[Cl:35]CCl>C(O)C>[ClH:35].[CH:28]1[C:19]2[CH2:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[CH:17]([CH2:16][CH2:15][O:14][CH2:13][CH2:12][N:8]3[CH2:9][CH2:10][CH:11]=[C:6]([C:4]([OH:5])=[O:3])[CH2:7]3)[C:18]=2[CH:31]=[CH:30][CH:29]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 11761583HCID 11761583, compound

Product 1

HCID 67768414HCID 67768414, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The above ester (1.3 g, 3.1 mmol) was dissolved in ethanol (10 ml) and a 4 N sodium hydroxide solution (2.3 ml) was added. The mixture was stirred at room temperature for 4 h. A 4 N hydrochloric acid solution was added until pH 1. Dichloromethane (400 ml) was added and the mixture was stirred vigorously for a few minutes and the phases were separated. The organic phase was dried over sodium sulphate and the solvent was evaporated in vacuo. The residue was re-evaporated with acetone, dissolved in acetone (50 ml) and left for crystallization. This afforded 0.45 g of the title compound as a solid.

Workup

  1. stirringthe mixture was stirred vigorously for a few minutes
  2. customthe phases were separated
  3. dry with materialThe organic phase was dried over sodium sulphate
  4. customthe solvent was evaporated in vacuo
  5. customThe residue was re-evaporated with acetone
  6. dissolutiondissolved in acetone (50 ml)
  7. waitleft for crystallization

Sources & evidence

ORD record
ord-542e2fd02b8b4f6fa05df72be69baa24
Source dataset
uspto-grants-1994_09
Patent number
US05348965

Reaction notes

Loading…