Water → HCID 54452402, compound

HRID 1440982Notes

Reaction equation

HRID 1440982 reaction equation
[CH3:1][C:2]1[C:7]([C:8](OC)=[O:9])=[C:6]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[C:5]([C:19](OC)=[O:20])=[C:4]([CH3:23])[N:3]=1.O>C1(C)C=CC=CC=1.O1CCCC1>[OH:9][CH2:8][C:7]1[C:2]([CH3:1])=[N:3][C:4]([CH3:23])=[C:5]([CH2:19][OH:20])[C:6]=1[C:12]1[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=1

Participants

5

Reactant 2

HCID 962WaterHCID 735523HCID 735523, compound

Product 1

HCID 54452402HCID 54452402, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent

Procedure

25 ml (87.5 mmol) of a 3.5 molar solution of sodium bis-(2-methoxyethoxy)-dihydroaluminate in toluene are added under nitrogen to a solution of 7.9 g (25 mmol) of the compound from Example 19 in 100 ml of dry tetrahydrofuran at 0° C. The mixture is stirred at room temperature for 6 h, cooled again to 0° C. and 200 ml of water are slowly added dropwise. The mixture is extracted three times using 150 ml of ethyl acetate each time, the combined organic phases are washed once with saturated sodium chloride solution, dried over magnesium sulphate and concentrated in vacuo. The residue is stirred with ether, filtered off with suction and dried in a desiccator.

Workup

  1. temperaturecooled again to 0° C.
  2. extractionThe mixture is extracted three times
  3. washthe combined organic phases are washed once with saturated sodium chloride solution
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated in vacuo
  6. stirringThe residue is stirred with ether
  7. filtrationfiltered off with suction
  8. customdried in a desiccator

Sources & evidence

ORD record
ord-b473996cb6144d02b13ad8d5470bd4d0
Source dataset
uspto-grants-1996_03
Patent number
US05502057

Reaction notes

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