Hydrochloric Acid → HCID 15035375, compound

HRID 1090274Notes

Reaction equation

HRID 1090274 reaction equation
[Cl:1][C:2]1[CH:34]=[CH:33][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[CH:26]([CH3:32])[C:27]([O:29]CC)=[O:28])=[CH:4][CH:3]=1.[Li+].[OH-].Cl>O1CCCC1.CO.CCOCC>[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[CH:26]([CH3:32])[C:27]([OH:29])=[O:28])=[CH:33][CH:34]=1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 15035374HCID 15035374, compound

Product 1

HCID 15035375HCID 15035375, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

To 306 mg of the ethyl ester from Step 1 in 3 mL tetrahydrofuran and 1.5 mL methanol was added 1.5 mL of 2 N LiOH. After 1 h at reflux the mixture was cooled to room temperature, acidified with 1 N HCl and diluted with ether. The ether layer was washed with brine (2×) and dried over MgSO4. Filtration and concentration gave the title compound, mp 181°-181.5°.

Workup

  1. temperatureAfter 1 h at reflux the mixture
  2. washThe ether layer was washed with brine (2×)
  3. dry with materialdried over MgSO4
  4. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-36ae73b81514472b9e17914a59f5687d
Source dataset
uspto-grants-1992_01
Patent number
US05081138

Reaction notes

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