Water → HCID 67807745, compound

HRID 1609559Notes

Reaction equation

HRID 1609559 reaction equation
[CH:1]1([C:4]2[N:9]=[C:8]([CH:10]([CH3:12])[CH3:11])[C:7](C(OCC)=O)=[C:6]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[C:5]=2[CH2:25][O:26][CH3:27])[CH2:3][CH2:2]1.[OH2:28].[C:29]1(C)C=CC=CC=1>O1CCCC1>[CH:1]1([C:4]2[N:9]([CH3:29])[CH:8]([CH:10]([CH3:12])[CH3:11])[C:7]([OH:28])=[C:6]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[C:5]=2[CH2:25][O:26][CH3:27])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 1140TolueneHCID 20081807HCID 20081807, compound

Product 1

HCID 67807745HCID 67807745, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

44.3 ml (15 mmol) of a 3.5 molar solution of sodium bis-(2-methoxyethoxy)-dihydroaluminate in toluene are added under nitrogen to a solution of 1.9 g (5 mmol) of the compound from Example 83 in 50 ml of dry tetrahydrofuran and the mixture is stirred for 2 hours at room temperature and 1 hour under reflux. After cooling to 0° C., 50 ml of water are cautiously added dropwise and the mixture is extracted several times with ethyl acetate. The ethyl acetate phases are combined, washed with saturated sodium chloride solution, dried over magnesium sulphate and concentrated in vacuo.

Workup

  1. temperatureunder reflux
  2. temperatureAfter cooling to 0° C.
  3. extractionthe mixture is extracted several times with ethyl acetate
  4. washwashed with saturated sodium chloride solution
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ca0ca926de774e4ebd7a95b9cb23a131
Source dataset
uspto-grants-1995_03
Patent number
US05401746

Reaction notes

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