Lithium hydroxide, monohydrate → HCID 88151758, compound

HRID 324404Notes

Reaction equation

HRID 324404 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[CH:11]=[CH:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[CH:7]([C:16]3[C:17](=[S:34])[NH:18][C:19](=[O:33])[N:20]([CH2:22][C:23]4[O:27][C:26]([C:28]([O:30]CC)=[O:29])=[CH:25][CH:24]=4)[CH:21]=3)[C:5]=2[N:6]=1.O.[OH-].[Li+]>CO.O>[CH3:1][C:2]1[O:3][C:4]2[CH:11]=[CH:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[CH:7]([C:16]3[C:17](=[S:34])[NH:18][C:19](=[O:33])[N:20]([CH2:22][C:23]4[O:27][C:26]([C:28]([OH:30])=[O:29])=[CH:25][CH:24]=4)[CH:21]=3)[C:5]=2[N:6]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 131722504HCID 131722504, compound

Product 1

HCID 88151758HCID 88151758, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of the product from step (iii) (0.13 g) and lithium hydroxide monohydrate (0.042 g) in methanol (20 ml) and water (10 ml) was stirred at room temperature for 72 hours and heated at reflux for 1 hour. The solution was concentrated under reduced pressure and the residue partitioned between 2M hydrochloric acid and ethyl acetate. The organic phase was dried (MgSO4) and the solvent was evaporated under reduced pressure. The residue was triturated with ethyl acetate and the resultant solid collected by filtration.

Workup

  1. temperatureheated
  2. temperatureat reflux for 1 hour
  3. concentrationThe solution was concentrated under reduced pressure
  4. customthe residue partitioned between 2M hydrochloric acid and ethyl acetate
  5. dry with materialThe organic phase was dried (MgSO4)
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was triturated with ethyl acetate
  8. filtrationthe resultant solid collected by filtration

Sources & evidence

ORD record
ord-6ed447619e3e4690b1f88f98cc1f2a4e
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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