Hydrochloric Acid → HCID 67723784, compound

HRID 1682550Notes

Reaction equation

HRID 1682550 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][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:16]=2)[CH2:7]1)=[O:5])C.[OH-].[Na+].[ClH:29].O>C(O)C.ClCCl>[ClH:29].[C:21]1([C:17]2[CH:16]=[C:15]([CH:20]=[CH:19][CH:18]=2)[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:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 54080311HCID 54080311, compound

Product 1

HCID 67723784HCID 67723784, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

The above ester (1.4 g, 4 mmol) was dissolved in ethanol (30 ml) and 4N sodium hydroxide (4.5 ml) was added. The mixture was stirred at ambient temperature overnight. The reaction mixture was concentrated in vacuo to give a residue to which dichloromethane (175 ml) was added. The mixture was placed on an icebath and concentrated hydrochloric acid (2.1 ml) was added. The phases were separated and the organic phase was dried (Na2SO4). The solvent was evaporated in vacuo to give a residue which was dissolved in a mixture of dichloromethane (175 ml) and a small portion of water. The phases were separated and the organic phase was dried (Na2SO4). The solvent was evaporated in vacuo to give 0.4 g of the title compound as an oil.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customto give a residue to which dichloromethane (175 ml)
  3. additionwas added
  4. additionwas added
  5. customThe phases were separated
  6. dry with materialthe organic phase was dried (Na2SO4)
  7. customThe solvent was evaporated in vacuo
  8. customto give a residue which
  9. customThe phases were separated
  10. dry with materialthe organic phase was dried (Na2SO4)
  11. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-18e2624089704750b756389da697c250
Source dataset
uspto-grants-1997_06
Patent number
US05635518

Reaction notes

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