Sodium Hydroxide → HCID 22600104, compound

HRID 1760018Notes

Reaction equation

HRID 1760018 reaction equation
[OH:1][CH2:2][CH:3]([C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([O:16][CH3:17])[CH:10]=1)[C:4]([O:6]CC)=[O:5].[OH-].[Na+]>CO.O>[OH:1][CH2:2][CH:3]([C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([O:16][CH3:17])[CH:10]=1)[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22600125HCID 22600125, compound

Product 1

HCID 22600104HCID 22600104, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A solution of ethyl 3-hydroxy-2-(3-methoxy-5-methylphenyl)-propionate (1.7 g; 7.1 mmol; from step (vi) above) and NaOH (7.0 g, 180 mmol) in 200 mL MeOH:H2O (1:1) was stirred at room temperature for 2 hours. The reaction mixture was then concentrated, washed with ether and acidified. The resulting mixture was extracted twice with ether, and the combined organic layers were washed with water, dried (Na2SO4), and evaporated to yield 1.47 g (98%).

Workup

  1. concentrationThe reaction mixture was then concentrated
  2. washwashed with ether
  3. extractionThe resulting mixture was extracted twice with ether
  4. washthe combined organic layers were washed with water
  5. dry with materialdried (Na2SO4)
  6. customevaporated
  7. customto yield 1.47 g (98%)

Sources & evidence

ORD record
ord-b8d8eda48b38422584e2fa17a04389f5
Source dataset
uspto-grants-2005_01
Patent number
US06838478B2

Reaction notes

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