HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 2-(4-methoxyphenoxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | 4-Methoxyphenol | HCID 9015 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 2-(4-methoxyphenoxy)acetate | HCID 240125 | 95.1% |
Reaction Steps
To a solution of 4-methoxyphenol (5.0 g, 40 mmol) in N,N-dimethylformamide (50 mL) was added 60% sodium hydride (1.6 g, 40 mmol) under ice-cooling, and the mixture was stirred for 30 min. Ethyl bromoacetate (7.4 g, 44 mmol) was added thereto, and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=7:1) to give the title compound (8.0 g, yield 94%). oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960369B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-929c868ab9914f3fad8f20ca670c187c |
| Source note | uspto-grants-2011_06 |