Lithium hydroxide, monohydrate → HCID 118676846, compound

HRID 630504Notes

Reaction equation

HRID 630504 reaction equation
O.[OH-].[Li+].[CH3:4][S:5][C:6]1[C:14]2[C:9](=[CH:10][C:11]([C:15]([O:17]C)=[O:16])=[CH:12][CH:13]=2)[N:8]([C:19]2[N:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=3)=[CH:21][N:20]=2)[CH:7]=1>O.C1COCC1>[CH3:4][S:5][C:6]1[C:14]2[C:9](=[CH:10][C:11]([C:15]([OH:17])=[O:16])=[CH:12][CH:13]=2)[N:8]([C:19]2[N:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=3)=[CH:21][N:20]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 118676891HCID 118676891, compound

Product 1

HCID 118676846HCID 118676846, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Lithium hydroxide monohydrate (0.837 g, 19.94 mmol, 3 eq) was added to a solution of 244a) (2.5 g, 6.64 mmol, 1 eq) in water/THF (1:1, 40 mL) and the reaction mixture was stirred for 16 h at room temperature. The solvents were removed under reduced pressure and the residue was dissolved in water (100 mL), washed with ether (50 mL) and acidified with 2N hydrogen chloride solution. The aqueous phase was then extracted with ethyl acetate (2×100 mL) and the combined organic layers were washed with water and brine (50 mL), dried over sodium sulfate, and evaporated. White solid. Yield: 1.5 g (63% of theory)

Workup

  1. customThe solvents were removed under reduced pressure
  2. dissolutionthe residue was dissolved in water (100 mL)
  3. washwashed with ether (50 mL)
  4. extractionThe aqueous phase was then extracted with ethyl acetate (2×100 mL)
  5. washthe combined organic layers were washed with water and brine (50 mL)
  6. dry with materialdried over sodium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-7cdcc01edc4a467eb532aae43014b60f
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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