Lithium Hydroxide → HCID 22464929, compound

HRID 843392Notes

Reaction equation

HRID 843392 reaction equation
[CH3:1][CH:2]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:9][CH:8]=1)[C:3]([O:5]C)=[O:4].[Li+].[OH-]>CO>[CH3:1][CH:2]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 5255182-(4-Cyclohexylmethoxy-phenyl)-propionic acid, methyl ester

Product 1

HCID 22464929HCID 22464929, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl (R/S)-α-methyl-4-benzyloxyphenylacetate 45a (2.7 g, 10 mmol) in MeOH (25 mL) was added 1 N LiOH (15 mL). The mixture was stirred for 2 hour and concentrated. EtOAc was added followed by 1 N HCl (10 mL). The organic layer was separated and washed with brine, dried (MgSO4), and concentrated to afford the carboxylic acid (2.3 g, 90%) as a solid. MS (CI—NH3): (M+H+NH3)+=274.

Workup

  1. concentrationconcentrated
  2. additionEtOAc was added
  3. customThe organic layer was separated
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-01b8ce23b9114614bd1ead03c8b73f53
Source dataset
uspto-grants-2002_04
Patent number
US06376665B1

Reaction notes

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