HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → Succinic 2-{2-[2-(2-allyloxy-ethoxy)-ethoxy]-ethoxy}-ethyl ester 2,5-dioxo-pyrollidine-1-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | Succinic mono-(2-{2-[2-(2-allyloxy-ethoxy)-ethoxy]-ethoxy}-ethyl)ester | HCID 86609188 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Succinic 2-{2-[2-(2-allyloxy-ethoxy)-ethoxy]-ethoxy}-ethyl ester 2,5-dioxo-pyrollidine-1-yl ester | HCID 131728120 | 93% |
Reaction Steps
N-hydroxysuccin imide (1.58 g, 13.8 mmol) and succinic mono-(2-{2-[2-(2-allyloxy-ethoxy)-ethoxy]-ethoxy}-ethyl) ester (10) (4.6 g, 13.76 mmol) were dissolved in dry CH2Cl2 (10 mL) at room temperature. A solution of N,N′-dicyclohexylcarbodiimide (DCC) (2.84 g, 13.8 mmol) in dry CH2Cl2 (2 mL) was slowly added to the mixture at 0° C. The resulting mixture was stirred at room temperature for 2 hours. The solid residues in the reaction mixture were filtered through a sintered glass filter and removed and the filtrate was concentrated to obtain the target compound in a yellow oily phase (5.5 g, 93%). The compound was used without further purification. The NMR analysis result of the product is as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07718577B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-86e1bc0317704481a68262c2fb33822c |
| Source note | uspto-grants-2010_05 |