HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[3-(3,4-bis(trifluoromethyl)benzyloxy)-2-phenylpropyl]-4-fluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluorobenzoyl chloride | HCID 67879 | — |
| Reactant | 3-(3,5-Bis(trifluoromethyl)benzyloxy)-2-phenylpropylamine hydrochloride | HCID 86624040 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[3-(3,4-bis(trifluoromethyl)benzyloxy)-2-phenylpropyl]-4-fluorobenzamide | HCID 86624052 | 188.2% |
Reaction Steps
A solution of 4-fluorobenzoyl chloride (1.2 mL, 10 mmol) in CH2Cl2 (20 mL) was dropped into a solution of the compound produced in Example 17 (3.31 g, 8.0 mmol) and triethylamine (2.8 mL, 20 mmol) in CH2Cl2 (50 mL) during 30 minutes under cooling with ice. After the solvent was evaporated therefrom in vacuo, water was added to the residue and the mixture was extracted with ethyl acetate. The organic layers were combined, washed with water and a saturated saline solution and dried over anhydrous sodium sulfate. The residual oily product produced by evaporation of the solvent therefrom in vacuo was crystallized from petroleum ether to give the Compound 57 (3.76 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07939552B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-302690a9682642b394ab6888491b5004 |
| Source note | uspto-grants-2011_05 |