Water → HCID 18325115, compound

HRID 1250946Notes

Reaction equation

HRID 1250946 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10]([CH2:12][C:13]1[C:14]([C:32](OCC)=[O:33])=[N:15][C:16]2[C:21]([C:22]=1[C:23]1[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=1)=[CH:20][C:19]([O:30][CH3:31])=[CH:18][CH:17]=2)=O)C.O>C1COCC1>[F:29][C:26]1[CH:27]=[CH:28][C:23]([C:22]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([O:30][CH3:31])[CH:20]=3)[N:15]=[C:14]([CH2:32][OH:33])[C:13]=2[CH2:12][CH2:10][OH:9])=[CH:24][CH:25]=1

Participants

5

Reactant 3

HCID 962WaterHCID 18325143HCID 18325143, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18325115HCID 18325115, compoundYield 125.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a suspension of lithium aluminum hydride (180 mg) in THF (15 ml), ethyl 3-ethoxycarbonylmethyl-4-(4-fluorophenyl)-6-methoxyquinoline-2-carboxylate (1.0 g) was added, followed by stirring at 0° C. for 30 minutes. Water was added to the reaction mixture to stop the reaction; after the insoluble substances were filtered off, the product was extracted with ethyl acetate. After being washed with water, the extract was dried over magnesium sulfate and concentrated under reduced pressure to yield a crude crystal (1 g) of the title compound. The crude crystal obtained was used for the next reaction without further purification.

Workup

  1. additionwas added
  2. customthe reaction
  3. filtrationafter the insoluble substances were filtered off
  4. extractionthe product was extracted with ethyl acetate
  5. washAfter being washed with water
  6. dry with materialthe extract was dried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-afe4b084417e4296ab800f15bfe78fcd
Source dataset
uspto-grants-2002_01
Patent number
US06340704B1

Reaction notes

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