Lithium Hydroxide → HCID 18188087, compound

HRID 1357867Notes

Reaction equation

HRID 1357867 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]([CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH:8]=[C:9]([CH3:14])[C:10]=1[N+:11]([O-:13])=[O:12])(=O)C.[OH-].[Li+].C(OCC)(=O)C.[Cl-].[Na+]>CO.O>[OH:4][C:5]1[CH:6]=[C:7]([CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH:8]=[C:9]([CH3:14])[C:10]=1[N+:11]([O-:13])=[O:12]

Participants

7

Reactant 4

HCID 3939Lithium HydroxideHCID 5234Sodium ChlorideHCID 8857Ethyl AcetateHCID 18188096t-Butyl 3-acetoxy-5-methyl-4-nitrophenylacetate

Product 1

HCID 18188087HCID 18188087, compoundYield 104.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of t-butyl 3-acetoxy-5-methyl-4-nitrophenylacetate [0.5 g, Reference Example 17(a)] in methanol (6 mL) was treated with lithium hydroxide (0.2 g) in water (1.5 mL). After stirring for 2 hours the mixture was carefully acidified to pH 5 and then treated with ethyl acetate and sodium chloride. The organic layer was evaporated and the residue was dissolved in dichloromethane. This solution was dried and then evaporated to give the title compound (0.45 g) as a yellow green oil.

Workup

  1. customThe organic layer was evaporated
  2. dissolutionthe residue was dissolved in dichloromethane
  3. customThis solution was dried
  4. customevaporated

Sources & evidence

ORD record
ord-12a6c9d0dbe642348317d72218628742
Source dataset
uspto-grants-2003_07
Patent number
US06593354B2

Reaction notes

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