Methanol → Methyl 3,4-dimethoxycinnamate

HRID 470618

Reaction equation

HRID 470618 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][C:13]([OH:15])=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH3:16]O>S(=O)(=O)(O)O>[CH3:16][O:14][C:13](=[O:15])[CH:12]=[CH:11][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 168483',4'-Dimethoxycinnamic acid

Product 1

HCID 94307Methyl 3,4-dimethoxycinnamate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

3-(3,4-Dimethoxy-phenyl)-acrylic acid (compound of Example 2 (Step 1); 1.0 g, 4.8 mmol) was dissolved in methanol (10 mL) in the presence of catalytic amount of sulfuric acid. The reaction mixture was stirred at room temperature for 4 h. The reaction mixture was cooled at 5° C. and quenched with saturated sodium carbonate solution (2 mL). The solid obtained was filtered and dried.

Workup

  1. temperatureThe reaction mixture was cooled at 5° C.
  2. customquenched with saturated sodium carbonate solution (2 mL)
  3. customThe solid obtained
  4. filtrationwas filtered
  5. customdried

Sources & evidence

ORD record
ord-0389e983858e4fde970403772b1e0438
Source dataset
uspto-grants-2014_01
Patent number
US08629277B2

Linked notes

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