Sodium Hydroxide → HCID 70155102, compound

HRID 2227503Notes

Reaction equation

HRID 2227503 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8](/[C:11](/[CH3:18])=[CH:12]/[C:13]([O:15]CC)=[O:14])=[CH:7][CH:6]=1.[OH-].[Na+]>CO>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8](/[C:11](/[CH3:18])=[CH:12]/[C:13]([OH:15])=[O:14])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86758305HCID 86758305, compound

Product 1

HCID 70155102HCID 70155102, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ethyl (E)-3-[4-(methoxymethoxy)phenyl]-2-butenoate (3.79 g) in methanol was stirred with 0.76 mol/l aqueous sodium hydroxide at room temperature for 2 hours. Methanol was evaporated and 0.45 mol/l hydrochloric acid was added dropwise to the residue to precipitate a solid, which was then filtered, washed with water, and dried by heating under reduced pressure to give (E)-3-[4-(methoxymethoxy)phenyl]-2-butenoic acid (2.36 g, 70%) as a colorless solid.

Workup

  1. customMethanol was evaporated
  2. addition0.45 mol/l hydrochloric acid was added dropwise to the residue
  3. customto precipitate a solid, which
  4. filtrationwas then filtered
  5. washwashed with water
  6. customdried
  7. temperatureby heating under reduced pressure

Sources & evidence

ORD record
ord-43edf7738c36409486c75b09635ed0f9
Source dataset
uspto-grants-2002_07
Patent number
US06413995B1

Reaction notes

Loading…