Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 1-(3'-Chloropropyl)-1,2,3,4-tetrahydro-beta-carboline hydrochloride | HCID 20244963 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 20244935 | HCID 20244935 | 97% |
Reaction Steps
17.1 g (60 millimoles) of 1-(3'-chloropropyl)-1,2,3,4-tetrahydro-β-carboline hydrochloride were dissolved in 240 ml of dimethylformamide while heating, and the solution was then cooled to 5° C. in an ice bath. 11.5 g (150 millimoles) of acetyl chloride and immediately thereafter 23.7 g (300 millimoles) of pyridine were added dropwise to the thoroughly stirred solution, the temperature not rising above 5° C. during this operation. Thereafter, stirring was continued for a further 2 hours at this temperature, after which the reaction mixture was poured onto ice water. The precipitate was filtered off under suction and washed thoroughly with water. 16.9 g (97%) of crystals of melting point 166°-168° C. (ethanol) were isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04575508 |
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| Source dataset | uspto-grants-1986_03 |
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| ORD ID | ord-fae1199e07534854a328a17294b75794 |
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| Source note | uspto-grants-1986_03 |
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