HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59224848, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 4-fluoro-2-hydroxybenzoate | HCID 22478444 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59224848 | HCID 59224848 | 64.6% |
Reaction Steps
To a solution of 4-fluoro-2-hydroxybenzoic acid ethyl ester (3.5 g) in dichloromethane (30 ml) were added N,N-diisopropylethylamine (5.0 g) and (chloromethyl)methyl ether (2.3 g) at 0° C., and this reaction mixture was stirred at room temperature overnight. This reaction mixture was poured into water, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (2.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829040B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-d372db1117b84b5a835c986fa00f732e |
| Source note | uspto-grants-2014_09 |