Hydrochloric Acid → HCID 24842604, compound

HRID 2226756Notes

Reaction equation

HRID 2226756 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][CH2:17][N:18]2[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[CH2:22][CH2:21][C:20]3[CH:29]=[CH:30][CH:31]=[CH:32][C:19]2=3)[CH2:7]1)=[O:5])C.[OH-].[Na+].Cl.[Cl:36]CCl>C(O)C>[ClH:36].[CH:29]1[C:20]2[CH2:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[N:18]([CH2:17][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)[C:19]=2[CH:32]=[CH:31][CH:30]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 10906240HCID 10906240, compound

Product 1

HCID 24842604HCID 24842604, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The above ester (0.4 g, 0.92 mmol) was dissolved in ethanol (10 ml) and a 4 N sodium hydroxide solution (0.70 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 (300 ml) was added 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 a mixture of ethyl acetate and acetone and left for crystallization. This afforded 0.13 g of the title compound as a solid.

Workup

  1. customthe phases were separated
  2. dry with materialThe organic phase was dried over sodium sulphate
  3. customthe solvent was evaporated in vacuo
  4. customThe residue was re-evaporated with acetone
  5. dissolutiondissolved in a mixture of ethyl acetate and acetone
  6. waitleft for crystallization

Sources & evidence

ORD record
ord-f936b91c65464060a3350bab5b8463ad
Source dataset
uspto-grants-1994_09
Patent number
US05348965

Reaction notes

Loading…