Lithium Hydroxide → HCID 11833431, compound

HRID 1596055Notes

Reaction equation

HRID 1596055 reaction equation
[CH2:1]([O:4][C:5]([C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][C:8]=1[CH2:17][CH2:18][CH2:19][C:20]([O:22]C)=[O:21])=[O:6])[CH:2]=[CH2:3].[OH-].[Li+]>C(O)(C)C>[CH2:1]([O:4][C:5]([C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][C:8]=1[CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[O:6])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 21705599HCID 21705599, compound

Product 1

HCID 11833431HCID 11833431, compoundYield 74.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of Example 11D (400 mg, 1.28 mmol) in isopropyl alcohol (5 mL) was treated with lithium hydroxide (1.0M, 1.28 mL, 1.28 mmol), stirred at room temperature for 1.5 hours, and partitioned between ethyl acetate and water. The aqueous layer was then acidified with 1N HCl, extracted with dichloromethane, dried (Na2SO4), filtered, and concentrated to provide 282.8 mg (74%) of the desired compound as a yellow oil.

Workup

  1. custompartitioned between ethyl acetate and water
  2. extractionextracted with dichloromethane
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c297233fe01d492da6deeebbdcb446c9
Source dataset
uspto-grants-2001_09
Patent number
US06288261B1

Reaction notes

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