Lithium hydroxide, monohydrate → HCID 76528216, compound

HRID 68326Notes

Reaction equation

HRID 68326 reaction equation
[F:1][C:2]([F:41])([F:40])[C:3]1[CH:39]=[CH:38][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][CH2:18][C:19]([O:21]CC)=[O:20])=[CH:14][CH:15]=3)[C:10]([CH:24]=[N:25][O:26][CH2:27][C:28]3[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=3)=[CH:9]2)=[CH:5][CH:4]=1.O.[OH-].[Li+]>C1COCC1>[F:40][C:2]([F:1])([F:41])[C:3]1[CH:39]=[CH:38][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][CH2:18][C:19]([OH:21])=[O:20])=[CH:14][CH:15]=3)[C:10]([CH:24]=[N:25][O:26][CH2:27][C:28]3[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=3)=[CH:9]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86699630HCID 86699630, compound

Product 1

HCID 76528216HCID 76528216, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of the product of step 4 (350 mg, 0.605 mmoles) in THF (2 mL) Water: (2 ml), lithum hydroxide monohydrate (38 mg, 0.908 mmoles), was added and the reaction mixture was stirred at 25° C. for 3 hours. The reaction mixture was poured into ice cold water, acidified by dil.HCl and extracted with ethyl acetate. The combined ethyl acetate extract was washed with water & brine, dried over sodium sulphate and evaporated under reduced pressure to yield 250 mg (77%) of product as solid.

Workup

  1. additionThe reaction mixture was poured into ice cold water
  2. extractionHCl and extracted with ethyl acetate
  3. extractionThe combined ethyl acetate extract
  4. washwas washed with water & brine
  5. dry with materialdried over sodium sulphate
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-d66c128b35024292ac7f7bebebfc6038
Source dataset
uspto-grants-2014_09
Patent number
US08822414B2

Reaction notes

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