HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 86592420, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | methyl (2E)-3-(4-fluorophenyl)prop-2-enoate | HCID 958751 | — |
| Reactant | N-tert-Butyl-N-(methoxymethyl)-N-(trimethylsilylmethyl)amine | HCID 22228418 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86592420 | HCID 86592420 | 75.1% |
Reaction Steps
Trifluoroacetic acid (38.9 mL, 0.505 mmol) was added to a solution of the product of step B (1.03 g, 5.05 mmol) and methyl (2E)-3-(4-fluorophenyl)prop-2-enoate (1.00 g, 5.05 mmol) in methylene chloride (10 mL) at ambient temperature. After 18 h, the reaction mixture was poured into saturated aqueous sodium bicarbonate and extracted three times with methylene chloride. The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated in vacuo. Purification of the crude residue by medium pressure liquid chromatography on silica gel (gradient elution; 0–9% methanol (containing 10% v/v ammonium hydroxide)/methylene chloride as eluent) furnished the title compound as a colorless liquid (1.06 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07015235B2 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-e1d51316040243d6ac2abe77288c2235 |
| Source note | uspto-grants-2006_03 |