HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → m-PEG4-succinimidyl carbonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Tetraethylene glycol monomethyl ether | HCID 90263 | — |
| Reactant | Di(succinimido) carbonate | HCID 676246 | — |
| Reactant | Ethylacetate methanol | HCID 21584119 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | m-PEG4-succinimidyl carbonate | HCID 59659904 | 28% |
Reaction Steps
Tetraethylene glycol monomethyl ether (1.0 g, 4.8 mmol) and N,N′-disuccinimidyl carbonate (1.48 g, 5.8 mmol) were dissolved in acetonitrile (10 mL). Then triethylamine (1.0 mL, 7.2 mmol) was added and the reaction stirred overnight at room temperature. Crude reaction was evaporated to dryness, dissolved in sat. NaHCO3 (30 mL), washed ethyl acetate (2×30 mL), dried MgSO4, and evaporated to dryness. Column chromatography (Silica, ethyl acetate/MeOH, 20:1) afforded 1 a clear oil (0.462 g, 28% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563685B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-6e590d836e7249b4a72efc9a084ca0e2 |
| Source note | uspto-grants-2013_10 |