Lithium Hydroxide → HCID 58188306, compound

HRID 1845199Notes

Reaction equation

HRID 1845199 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:4]=1[C:10]1[CH:15]=[C:14]([C:16]([O:18]C)=[O:17])[CH:13]=[C:12]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:11]=1)#[N:2].O1CCOCC1.[OH-].[Li+]>O>[C:1]([C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:4]=1[C:10]1[CH:11]=[C:12]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:13]=[C:14]([C:16]([OH:18])=[O:17])[CH:15]=1)#[N:2]

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 312751,4-DioxaneHCID 58188246HCID 58188246, compound

Product 1

HCID 58188306HCID 58188306, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A round-bottom flask was charged with 3-ethyl 5-methyl 2′-cyano-4′-methylbiphenyl-3,5-dicarboxylate (0.12 g, 0.33 mmol), 1,4-dioxane (10 mL), and a solution of lithium hydroxide (9 mg, 0.4 mmol) in water (2 mL). The mixture was stirred at room temperature for 2 h. The volatiles were removed under reduced pressure and the residue was acidified with 1 N HCl, and extracted with CH2Cl2. The separated organic phase was dried and concentrated. The residue was purified via flash chromatography to afford the desired product as a white solid.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. extractionextracted with CH2Cl2
  3. customThe separated organic phase was dried
  4. concentrationconcentrated
  5. customThe residue was purified via flash chromatography

Sources & evidence

ORD record
ord-b04b289428ac4da88f316b9f0a6f5ee4
Source dataset
uspto-grants-2015_02
Patent number
US08946439B2

Reaction notes

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