HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 4-acetamido-3-methoxycinnamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester | HCID 17453 | — |
| Reactant | 4-Acetamido-3-methoxybenzaldehyde | HCID 18321801 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 4-acetamido-3-methoxycinnamate | HCID 54551695 | 22.6% |
Reaction Steps
To a solution of 4-acetamido-3-methoxybenzaldehyde (388 mg) in tetrahydrofuran (10 ml) was added methyl (triphenylphosphoranylidene)acetate (739 mg), and the mixture was stirred for 2 hours at ambient temperature. The mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel (chloroform:methanol=30:1, V/V) to give methyl 4-acetamido-3-methoxycinnamate (113 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06008229 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-1974e177315145c08363aa2acd54c231 |
| Source note | uspto-grants-1999_12 |