Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 10578-09-3 | HCID 13751050 | — |
| Reactant | HCID 21958458 | HCID 21958458 | — |
| Catalyst | Hydroquinone | HCID 785 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86739543 | HCID 86739543 | 57% |
Reaction Steps
A mixture of 100 ml of tetrahydrofuran, 20.1 g of vinylbenzylamine, 16.7 g of triethylamine, and 0.1 g of hydroquinone was placed in a reactor, and while cooling with ice water, a solution containing 36.1 g of β-chloroethylsulfonylpropionic acid chloride dissolved in 200 ml of tetrahydrofuran was added dropwise thereto over a period of 30 minutes. The resulting mixture was allowed to stand overnight at room temperature. The reaction mixture was then poured into a solution prepared by diluting 16.5 g of concentrated hydrochloric acid with 1.5 liters of ice water, and a precipitate was collected by filtration. The precipitate was recrystallized from a solvent mixture of 200 ml of ethanol and 200 ml of water to provide 26.8 g of N-vinylbenzyl-β-chloroethylsulfonyl propionic acid amide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04460680 |
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| Source dataset | uspto-grants-1984_07 |
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| ORD ID | ord-7498194b4a3e42d18a9561464830e7f7 |
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| Source note | uspto-grants-1984_07 |
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