Lithium Hydroxide → HCID 68758857, compound

HRID 2039974Notes

Reaction equation

HRID 2039974 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:28]=[CH:27][C:12]([C:13]([NH:15][C:16]3[CH:17]=[CH:18][C:19]([CH3:26])=[C:20]([CH:25]=3)[C:21]([O:23]C)=[O:22])=[O:14])=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.[OH-].[Li+]>O.C1COCC1>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]([C:13]([NH:15][C:16]3[CH:17]=[CH:18][C:19]([CH3:26])=[C:20]([CH:25]=3)[C:21]([OH:23])=[O:22])=[O:14])=[CH:27][CH:28]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68760189HCID 68760189, compound

Product 1

HCID 68758857HCID 68758857, compoundYield 52.3%

Reagents, catalysts & solvents 1

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

Procedure

A reactor is charged with 0.5 g (1.3 mmol) of the solid obtained in step 2, 20 ml of a mixture water/THF (1/1) and 0.55 g (13 mmol) of lithium hydroxide. The mixture is stirred at room temperature for 6 hours. The solution is concentrated under reduced pressure and then diluted in 100 ml of water. The aqueous phase is extracted by 3*30 ml of ethyl acetate and acidified with chlorhydric acid 32% until pH comprised between 2 and 3. the aqueous phase is extracted with 3*30 ml ethyl acetate. The organic phases are combined, dried on sodium sulphate and evaporated under reduced pressure. 250 mg of a solid is obtained (52%).

Workup

  1. concentrationThe solution is concentrated under reduced pressure
  2. additiondiluted in 100 ml of water
  3. extractionThe aqueous phase is extracted by 3*30 ml of ethyl acetate
  4. extractionthe aqueous phase is extracted with 3*30 ml ethyl acetate
  5. customdried on sodium sulphate
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-303d1c0c6365419b969323469da6ec17
Source dataset
uspto-grants-2013_11
Patent number
US08580815B2

Reaction notes

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