Aluminium lithium hydride → HCID 59770130, compound

HRID 2218774Notes

Reaction equation

HRID 2218774 reaction equation
C([O:3][C:4](=O)[C:5](=[C:17]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[CH2:21][CH2:20][C:19]2[CH:28]=[CH:29][CH:30]=[CH:31][C:18]1=2)[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:7]=1)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH:28]1[C:19]2[CH2:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:17](=[C:5]([C:6]3[CH:7]=[C:8]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:9]=[CH:10][CH:11]=3)[CH2:4][OH:3])[C:18]=2[CH:31]=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 59769922HCID 59769922, compound

Product 1

HCID 59770130HCID 59770130, compoundYield 33%

Procedure

Treat (10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidene)-(3-methansulfonylamino-phenyl)-acetic acid ethyl ester (1 equivalent) with lithium aluminum hydride (2 equivalents) in a suitable dry solvent and stir at room temperature for four hours. Quench by the dropwise addition of water and partition between dichloromethane and water. Dry the organic layer over anhydrous sodium sulfate and evaporate. Purify the crude residue by silica gel chromatography to obtain a 33% yield on the title compound.

Workup

  1. customQuench by the dropwise addition of water
  2. custompartition between dichloromethane and water
  3. dry with materialDry the organic layer over anhydrous sodium sulfate
  4. customevaporate
  5. customPurify the crude residue by silica gel chromatography

Sources & evidence

ORD record
ord-625626209a874412a1a729da09b51381
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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