Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 2-Aminomethyl-1-ethylpyrrolidine | HCID 117295 | — |
| Reactant | 3,4-Dihydro-2H-1-benzopyran-8-carboxylic acid | HCID 12701138 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 13983528 | HCID 13983528 | — |
Reaction Steps
46 g of chroman-8-carboxylic acid, 188 ml of chloroform and 26 g of triethylamine were introduced into a 1-liter round-bottomed flask. The contents were cooled to 0° C. and 28 g of ethyl chloroformate were then added in small amounts, between 0° and 5° C. The contents were stirred for 30 minutes at 5° C. and 36 g of 1-ethyl-2-aminomethylpyrrolidine were then poured in dropwise, between 5° and 10° C. The contents were then stirred for 1 hour at 10° C. and the temperature was then allowed to rise. The chloroform was distilled off under slight vacuum, the residue was taken up with water and acetic acid was added until a pH of 4 was obtained. The solution obtained was filtered with charcoal and then made alkaline with 20% ammonia until a color change of phenolphthalein was observed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05006570 |
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| Source dataset | uspto-grants-1991_04 |
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| ORD ID | ord-ac91ded54156427894ced06ae9979fd6 |
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| Source note | uspto-grants-1991_04 |
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