HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Diisopropylethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Diisopropylethylamine | HCID 81531 | — |
Reaction Steps
Free amine 57 can be converted to the corresponding protected intermediate 58 by reaction with an acetylation agent such as acetic anhydride (Ac2O) or acetyl chloride (AcCl) in a solvent such as dichloromethane (DCM), tetrahydrofuran (THF), or pyridine, optionally in the presence of a base such as pyridine, triethylamine (Et3N, TEA), or diisopropylethylamine (iPr2EtN, DIEA) and/or a nucleophilic acylation catalyst such 4-(N,N-dimethylaminopyridine (DMAP) at temperature from about −20° C. to about 40° C. to provide corresponding protected sulfonyl ester intermediate 58.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168617B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-abbbf09aa210479596c1dd6580577633 |
| Source note | uspto-grants-2012_05 |