HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(2-Ethyl-4-formyl-6-methyl-phenyl)propenoic acid methyl ester → 3-(2-Ethyl-4-formyl-6-methyl-phenyl)-acrylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(2-Ethyl-4-formyl-6-methyl-phenyl)propenoic acid methyl ester | HCID 76539310 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 3-(2-Ethyl-4-formyl-6-methyl-phenyl)-acrylic acid | HCID 76539309 | 75.4% |
Reaction Steps
A suspension of 3-(2-ethyl-4-formyl-6-methyl-phenyl)-acrylic acid methyl ester (5.93 g, 25.53 mmol) in MeOH (140 mL) and 2 N aq. NaOH (45 mL) was stirred at rt for 1 h. The MeOH was evaporated and the aq. solution was extracted twice with DCM. The aq. layer was acidified with 37% aq. HCl. The precipitate that formed was collected, washed with water and dried. The product was further purified by recrystallisation from EA (100 mL) to give 3-(2-ethyl-4-formyl-6-methyl-phenyl)-acrylic acid as yellow crystals (4.2 g). LC-MS: tR=0.87 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410151B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-2ca050fa7d4d4da981888b38f524133e |
| Source note | uspto-grants-2013_04 |