Lithium Hydroxide → HCID 23436314, compound

HRID 2121228Notes

Reaction equation

HRID 2121228 reaction equation
C[O:2][C:3](=[O:31])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)[O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])=[CH:6][C:5]=1[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[Li+].[OH-]>CO>[N:22]1[CH:21]=[CH:20][C:19]([CH:10]([O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:13])[CH3:14])[C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:31])=[O:2])=[C:5]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH:6]=2)=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 54283635HCID 54283635, compound

Product 1

HCID 23436314HCID 23436314, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-(4-Pyridyl-t-butyldimethylsilyloxymethyl)-2-phenylbenzoic acid methyl ester (0.97 g, 2.24 mmol), prepared as in Example 297B, was dissolved in methanol. Saturated aqueous LiOH (1 mL) was added, and the solution was reluxed overnight. The reaction was evaporated to dryness and partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4 to provide the title compound in 27% yield.

Workup

  1. customThe reaction was evaporated to dryness
  2. custompartitioned between ethyl acetate and water
  3. dry with materialThe organic layer was dried over Na2SO4

Sources & evidence

ORD record
ord-97d4d23e14434d7da4c9a7de4f410b52
Source dataset
uspto-grants-2004_02
Patent number
US06693123B2

Reaction notes

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