Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Ethylhexylamine | HCID 7719 | — |
| Reactant | Dibutyl itaconate | HCID 75080 | — |
| Product | HCID 67992999 | HCID 67992999 | — |
Reaction Steps
Bis(butyl) itaconate (400 g; 1.65 Mol) was charged to a 1 L reaction vessel and the material stirred mechanically under nitrogen while heating to 75° C. 2-Ethylhexylamine (1.7 Mol; 219.7 g) was charged to a pressure-equalizing addition funnel and the amine added drop wise to the stirred diester over the course of one hour and stirred at 75° C. for 2 hours after amine addition. The reactor was equipped for distillation and the temperature was increased slowly to 130° C., holding at full vacuum until stripping was complete. Receivers were changed and the pot heated under full vacuum to increase pot temperature to 165 to 185° C. (head temperature 140 to 175° C.). 469.3 g of product 1.58 Mol; 95.6% yield was collected. Sample materials were collected from this preparation and designated 1-(2-ethylhexyl)-5-oxo-3-pyrrolidinecarboxylic acid butyl ester for comparison testing described in the Examples below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09150740B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-205551b3ef1945b284d099101457d72f |
|---|
| Source note | uspto-grants-2015_10 |
|---|