Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chlorobenzoyl chloride | HCID 8501 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 70565576 | HCID 70565576 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70565610 | HCID 70565610 | 75% |
Reaction Steps
A solution of 17.0 g (118 mmoles) of trans-1-ethyl-4-methylamino-3-pyrrolidinol in 180 ml of methylene chloride was mixed with 15 g of powdered anhydrous potassium carbonate and cooled to -5° C. The mixture was kept at or below 0° C. while a solution of 20.6 g (118 mmoles) of p-chlorobenzoyl chloride in 100 ml of methylene chloride was added dropwise. After the mixture was stirred at ambient temperature for 18 hr, it was poured into 100 ml of water. The organic layer was separated, dried and concentrated. The residue was crystallized from cyclohexane to give 25 g (75%) of white crystals, m.p. 91°-93° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04254135 |
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| Source dataset | uspto-grants-1981_03 |
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| ORD ID | ord-2615544ee2914f0e8b0e5e38abb92c7c |
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| Source note | uspto-grants-1981_03 |
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