HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Oxide → N-n-butyl-N-[1-(2-hydroxyethyl)-2,2,6,6-tetramethylpiperidin-4-yl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Oxide | HCID 6354 | — |
| Reactant | 4-(N-butylacetamido)-2,2,6,6-tetramethylpiperidine | HCID 21225264 | — |
| Reactant | EtOH ethyl acetate triethylamine | HCID 22328969 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-n-butyl-N-[1-(2-hydroxyethyl)-2,2,6,6-tetramethylpiperidin-4-yl]acetamide | HCID 19073314 | — |
Reaction Steps
In general accordance with the procedure of Example 2Ag2, 27.2 g of crude product are obtained starting from 25.4 g (0.10 mol) of N-n-butyl-N-(2,2,6,6-tetramethyl-4-piperidinyl)acetamide [Example 2Ah1] and 17.6 g (0.40 mol) of ethylene oxide in 100 ml of water and 100 ml of ethanol. Chromatography over silica gel using the solvent system ethyl acetate/ethanol/triethylamine =30: 1:1 gives 17.2 (58%) of the desired N-n-butyl-N-[1-(2-hydroxyethyl)-2,2,6,6-tetramethylpiperidin-4-yl]acetamide in the form of a viscous oil which solidifies during storage; m.p. 72°-82° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05777113 |
| Source dataset | uspto-grants-1998_07 |
| ORD ID | ord-bfd48b61ff8e475b90bc986518fad151 |
| Source note | uspto-grants-1998_07 |