HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Anisoyl chloride → HCID 67385413, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Anisoyl chloride | HCID 74374 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | Sodium bicarbonate water | HCID 86585896 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67385413 | HCID 67385413 | — |
Reaction Steps
A solution of 6-valerolactone (2.0 g, 20 mmol) in anhydrous tetrahydrofuran (100 ml) was cooled to −78° C. under a nitrogen atmosphere, and 3-methoxybenzoyl chloride (3.58 g, 21 mmol) and lithium hexamethyldisilazide (40 ml, 1M tetrahydrofuran solution, 40 mmol) were added sequentially. Stirring was carried out for 2 hours, followed by treatment with saturated sodium bicarbonate water. The reaction mixture was extracted with ethyl acetate (100 ml), followed by washing with brine, and subsequently, the solvent was distilled off under reduced pressure, to obtain a brown crude product. Purification by silica gel column chromatography (hexane/ethyl acetate=1/1) afforded the desired compound as a pale yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022205B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-4269f162246d402e977ccc5185b88886 |
| Source note | uspto-grants-2011_09 |