HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2082361Generated: November 2, 2026
Hydrochloric Acid → N-{1-[(2,3-dihydrobenzofuran-2-yl)-methyl]-piperid-4-yl}-N-methylpropionamide hydrochloride
https://huagongshe.com/reaction/2082361
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-(Iodomethyl)-2,3-dihydro-1-benzofuran | HCID 325513 | — |
| Reactant | N-piperid-4-yl-N-methylpropionamide acetate | HCID 67858297 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N-{1-[(2,3-dihydrobenzofuran-2-yl)-methyl]-piperid-4-yl}-N-methylpropionamide hydrochloride | HCID 19761298 | 30% |
Reaction Steps
5.1 g of N-piperid-4-yl-N-methylpropionamide acetate, 90 ml of dimethylformamide and 6.3 ml of triethylamine are introduced into a 250 ml three-necked flask. 6.6 g of 2,3-dihydro-2-iodomethylbenzofuran are poured onto the mixture which is heated to 60°-65° C. This temperature is maintained for 15 hours. The reaction mixture is evaporated to dryness and the residue is taken up in ethyl acetate and extracted with 150 ml of N hydrochloric acid. The aqueous phase is rendered alkaline with sodium hydroxide in the presence of ethyl acetate. The organic phase is washed with water and dried over magnesium sulphate. The solvent is evaporated to yield a base in the form of a brown oil, which is converted into a salt with 3.8N ethereal hydrogen chloride to yield the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05189045 |
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| Source dataset | uspto-grants-1993_02 |
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| ORD ID | ord-4eaf375782284608a3d2fc580d48f8a5 |
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| Source note | uspto-grants-1993_02 |
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