Hydrochloric Acid → HCID 45262057, compound

HRID 566557Notes

Reaction equation

HRID 566557 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][CH:16]=[C:17]([C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[CH2:7]1)=[O:5])C.[OH-].[Na+].Cl.ClCCl>C(O)C.CC(C)=O>[ClH:24].[Cl:31][C:28]1[CH:27]=[CH:26][C:25]([C:17]([C:18]2[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=2)=[CH:16][CH2:15][O:14][CH2:13][CH2:12][N:8]2[CH2:9][CH2:10][CH2:11][C@@H:6]([C:4]([OH:5])=[O:3])[CH2:7]2)=[CH:30][CH:29]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 53829184HCID 53829184, compound

Product 1

HCID 45262057HCID 45262057, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 702EthanolSolvent

Procedure

The ester prepared in Example 38 (0.6 g, 1.3 mmol) was dissolved in ethanol (10 ml) and a 12 N sodium hydroxide solution (0.5 ml) was added. The reaction mixture was stirred at room temperature for 5 h. A concentrated hydrochloric acid solution was added with cooling on an ice-bath until pH 1 and dichloromethane (300 ml) was added. The resulting emulsion was dried (Na2SO4) ant the solvent evaporated in vacuo to give a residue which was agitated with acetone. This afforded 0.3 g (50 %) of the title compound as a solid.

Workup

  1. additionwas added
  2. dry with materialThe resulting emulsion was dried (Na2SO4) ant the solvent
  3. customevaporated in vacuo
  4. customto give a residue which

Sources & evidence

ORD record
ord-284848eb3a334e53a7ccbf7c9d251e9f
Source dataset
uspto-grants-2001_01
Patent number
US06174898B1

Reaction notes

Loading…