Sodium Hydroxide → HCID 57799839, compound

HRID 2100738Notes

Reaction equation

HRID 2100738 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH2:17][CH2:18][C:19]([OH:21])=O)[CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH2:14][O:15][CH3:16].[OH-].[Na+]>CS(O)(=O)=O>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]2[C:9](=[CH:10][C:11]=1[O:12][CH2:13][CH2:14][O:15][CH3:16])[C:19](=[O:21])[CH2:18][CH2:17]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57799727HCID 57799727, compound

Product 1

HCID 57799839HCID 57799839, compoundYield 142.6%

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Conditions

Temperature
100 °C

Procedure

3-[3,4-Bis-(2-methoxy-ethoxy)-phenyl]-propionic acid (2 g×5) was dissolved in methanesulfonic acid (10 ml×5) in microwave process vial (20 ml×5), and the mixture was heated at 100° C. for 10 minutes under microwave irradiation. The reaction mixture was poured into ice (250 g), neutralized by 2M NaOH to PH 8-9, and then extracted by EtOAc/isopropyl alcohol. The organic layer was concentrated to give product (2.68 g, 28.3%). LC-MS: m/e 281 (MH+)

Workup

  1. extractionextracted by EtOAc/isopropyl alcohol
  2. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-80765f166fcd4c02b1f464faa28131d5
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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