Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(3-(Propan-2-yloxy)phenyl)acetic acid | HCID 16638924 | — |
| Reactant | 2-(3-(3,4-Dichlorophenyl)pyrrolidin-3-yl)ethanol | HCID 18464427 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19970138 | HCID 19970138 | — |
Reaction Steps
Triethylamine (22.5 ml) and 3-(2-hydroxyethyl)-3-(3,4-dichlorophenyl)pyrrolidine (22 grams) are added to a solution of 16 grams of 3-isopropoxyphenylacetic acid in 500 ml of methylene chloride. The mixture is cooled to 0° C. and 42.6 grams of benzotriazolyl-N-oxytrisdimethylaminophosphonium hexafluorophosphate are then added and the reaction mixture is allowed to warm up to room temperature. After thirty minutes, the mixture is concentrated under vacuum and the residue is taken up in diethyl ether and washed successively with water, a dilute sodium hydroxide solution, a saturated sodium chloride solution, a dilute hydrochloric acid solution, a saturated sodium chloride solution, and a solution of sodium bicarbonate. The organic fraction is dried over magnesium sulfate, filtered, and concentrated in vacuo to yield the title intermediate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05607947 |
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| Source dataset | uspto-grants-1997_03 |
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| ORD ID | ord-47e3507dde1c40ab979675b7641736fa |
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| Source note | uspto-grants-1997_03 |
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