HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 16894675, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Phenylmorpholine | HCID 91101 | — |
| Reactant | 2-Thiopheneacetyl chloride | HCID 162362 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 16894675 | HCID 16894675 | 88.9% |
Reaction Steps
A solution of 2-phenylmorpholine (326 mg, 2 mmol) in dry dichloromethane (6 mL) is cooled in an ice bath, and thiophen-2-yl-acetyl chloride (401.5 mg, 2.5 mmol, 1.25 eq) and triethylamine (417 μL, 3 mmol, 1.5 eq) are added. After stirring for 6 hours at room temperature the reaction mixture is diluted with dichloromethane (10 mL). The organic solution is subsequently washed with 1 M KHSO4, 5% NaHCO3 and brine. After drying over Na2SO4, dichloromethane is removed in vacuo and the crude material is purified by flash chromatography (silicagel, ethyl acetate/toluene 1:3). The fractions containing 1-(2-phenylmorpholin-4-yl)-2-(thiophen-2-yl)ethan-1-one are collected and the solvent is removed in vacuo to give 511 mg of colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912329B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-c3eba62e6ddd48e2a6d7a3d7c9985b6b |
| Source note | uspto-grants-2014_12 |