HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Ethyl 3-(3-fluoro-4-methyloxyphenyl)Acrylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Triethyl phosphonoacetate | HCID 13345 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Fluoro-p-anisaldehyde | HCID 67696 | — |
| Solvent | Ethylene glycol diethyl ether | HCID 12375 | — |
| Product | Ethyl 3-(3-fluoro-4-methyloxyphenyl)Acrylate | HCID 53705486 | — |
Reaction Steps
A solution of 3-fluoro-4-methoxybenzaldehyde (2.20 g, Ald) in 1,2-diethoxyethane (5 ml) was added with ethyl diethylphosphonoacetate (3.12 ml, TCI) and added with 60% sodium hydride (624 mg) under ice cooling. After being stirred for 10 minutes, the reaction mixture was warmed to room temperature, and stirred for 5 hours. The reaction mixture was added with ethyl acetate (90 ml), and washed successively with saturated aqueous sodium hydrogencarbonate, saturated aqueous ammonium chloride and saturated brine. The organic layer was dried, and then the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (Quad, hexane:ethyl acetate=10:1) to obtain the title compound (Intermediate 7, 3.16 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07470807B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-f987ff8c721244aabdb6108d7e631f5c |
| Source note | uspto-grants-2008_12 |