HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Methyl succinimidyl hexadecandioate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborate | HCID 9857522 | — |
| Reactant | Hexadecanedioic acid, monomethyl ester | HCID 85704850 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl succinimidyl hexadecandioate | HCID 86607066 | 96.8% |
Reaction Steps
Mono-methyl hexadecandioate (275 mg, 0.91 mmol) was dissolved in THF (3 ml) and treated with succinimidyl tetramethyluroniumtetrafluoroborate (331 mg, 1.1 mmol) and N,N-diisopropylethylamine (188 μL, 1.1 mmol), and the mixture was stirred for 20 hours. The solvent was removed in vacuo, and the residue was dissolved in ethyl acetate and washed with 0.1 M HCl (twice) and water. The organic phase was dried over MgSO4, filtered and evaporated in vacuo to give 350 mg (96%) of methyl succinimidyl hexadecandioate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08828923B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-85dd371f7e064da39140e3d6f053ce27 |
| Source note | uspto-grants-2014_09 |