Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cysteamine | HCID 6058 | — |
| Reactant | epsilon-CAPROLACTONE | HCID 10401 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 17882709 | HCID 17882709 | — |
Reaction Steps
A mixture, under an inert atmosphere, of 5 g of cysteamine and 7.2 cm3 of ε-caprolactone is stirred for 6 hours at ambient temperature. It is then left to stand overnight, after which the mixture is heated for 4 hours at a temperature of about 60° C. At the end of this time all the ε-caprolactone is transformed. The mixture is then poured into 100 cm3 of water to which 10 g of acid resin, "Dowex 50" are added and then 3 g of powdered zinc. The whole is stirred for 4 hours at ambient temperature. The water is then removed under reduced pressure and there are obtained 10 g of 6-hydroxy N-(2-mercaptoethyl) caproamide in the form of a viscous liquid at ambient temperature whose NMR'H spectrum and thiol dosages and residual amine correspond to the expected structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05015767 |
|---|
| Source dataset | uspto-grants-1991_05 |
|---|
| ORD ID | ord-e27e7742a72c44318a2711b9898e154d |
|---|
| Source note | uspto-grants-1991_05 |
|---|