Lithium hydroxide, monohydrate → HCID 3161664, compound

HRID 220253Notes

Reaction equation

HRID 220253 reaction equation
C([O:3][C:4](=[O:19])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH3:15])=[C:9]([O:16][CH2:17][CH3:18])[CH:8]=1)C.O[Li].O>CCO.O.CO>[CH2:17]([O:16][C:9]1[CH:8]=[C:7]([CH2:6][CH2:5][C:4]([OH:19])=[O:3])[CH:12]=[CH:11][C:10]=1[O:13][CH2:14][CH3:15])[CH3:18]

Participants

6

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 66323822HCID 66323822, compound

Product 1

HCID 3161664HCID 3161664, compoundYield 79.7%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 0.94 g of 3-(3,4-diethoxy-phenyl)-propionic acid ethyl ester in 6 mL EtOH were added 0.59 g of LiOH.H2O dissolved in 3 mL H2O and 5 mL MeOH. The mixture was stirred at rt for 30 min. The reaction mixture was then concentrated in vacuo and the residue was partitioned between water and Et2O. The aq. layer was separated and acidified with 1N HCl. The resulting white solid was filtrated and dried to yield 0.67 g of 3-(3,4-diethoxy-phenyl)-propionic acid as white solid.

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. customthe residue was partitioned between water and Et2O
  3. customThe aq. layer was separated
  4. filtrationThe resulting white solid was filtrated
  5. customdried

Sources & evidence

ORD record
ord-b1b4631c8c9a4db48352a10c786f5dd1
Source dataset
uspto-grants-2012_06
Patent number
US08202885B2

Reaction notes

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