Hydrochloric Acid → HCID 15035373, compound

HRID 1090272Notes

Reaction equation

HRID 1090272 reaction equation
[Cl:1][C:2]1[CH:33]=[CH:32][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([CH:16]([CH3:18])[CH3:17])=[CH:13][CH:14]=3)[C:9]([S:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:8]2[CH2:26][C:27]([O:29]CC)=[O:28])=[CH:4][CH:3]=1.[Li+].[OH-].Cl.C(OCC)(=O)C>O1CCCC1.CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([CH:16]([CH3:18])[CH3:17])=[CH:13][CH:14]=3)[C:9]([S:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:8]2[CH2:26][C:27]([OH:29])=[O:28])=[CH:32][CH:33]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8857Ethyl AcetateHCID 15035372HCID 15035372, compound

Product 1

HCID 15035373HCID 15035373, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To 100 mg of the ethyl ester from Step 1 in 1.0 mL tetrahydrofuran and 0.5 mL methanol was added 0.5 mL of 2.0 N LiOH at room temperature. After 45 min 1 N HCl and ethyl acetate were added. The organic layer was separated, washed with brine and dried over MgSO4. Filtration and concentration gave the title compound as a white solid which was triturated with hexane and filtered, mp 151°-153°.

Workup

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried over MgSO4
  4. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-16fed04aea7e49fba3073401dd3ccb65
Source dataset
uspto-grants-1992_01
Patent number
US05081138

Reaction notes

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