Lithium hydroxide, monohydrate → HCID 59483858, compound

HRID 1808384Notes

Reaction equation

HRID 1808384 reaction equation
O.[OH-].[Li+].[Cl:4][C:5]1[CH:6]=[C:7]([NH:12][C:13]([N:15]2[CH2:20][CH2:19][C:18]3[O:21][N:22]=[C:23]([C:24]([O:26]CC)=[O:25])[C:17]=3[CH2:16]2)=[O:14])[CH:8]=[CH:9][C:10]=1[Cl:11]>O.CO>[Cl:4][C:5]1[CH:6]=[C:7]([NH:12][C:13]([N:15]2[CH2:20][CH2:19][C:18]3[O:21][N:22]=[C:23]([C:24]([OH:26])=[O:25])[C:17]=3[CH2:16]2)=[O:14])[CH:8]=[CH:9][C:10]=1[Cl:11]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 59483856Ethyl 5-(3,4-dichlorophenylcarbamoyl)-4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate

Product 1

HCID 59483858HCID 59483858, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Lithium hydroxide monohydrate (56%) (0.25 g, 6.038 mmol) dissolved in water (8 ml) was added to a solution of ethyl 5-(3,4-dichlorophenylcarbamoyl)-4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate (1.2 g, 3.019 mmol) in methanol (25 ml), and the mixture was stirred for 15 h. The solvent was removed in vacuo. The aqueous phase was adjusted to an acidic pH value with dilute HCl solution (aq.) and extracted with ethyl acetate. The organic phase was dried over sodium sulfate, filtered and concentrated in vacuo. The resulting crude product was used directly in the following stage. Yield: 0.94 g (87%).

Workup

  1. customThe solvent was removed in vacuo
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-46649ce0f1f143cd8a068557ede36be5
Source dataset
uspto-grants-2013_01
Patent number
US08357717B2

Reaction notes

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