HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Decanoic acid 2-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]3-oxo-2,3-dihydro-1H-isoindol-1-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Decanoyl chloride | HCID 66982 | — |
| Reactant | 2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl-2,3-dihydro-3-hydroxy-1H-isoindol-1-one | HCID 18467214 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Decanoic acid 2-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]3-oxo-2,3-dihydro-1H-isoindol-1-yl ester | HCID 86749810 | 83% |
Reaction Steps
To a solution of 2-[2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl-2,3-dihydro-3-hydroxy-1H-isoindol-1-one (1.4 g, 3.5 mmol) in DCM (30 ml) was added Et3N (1.2 ml, 8.8 mmol) followed by decanoyl chloride at 0° C. under nitrogen. After stirring for 1 h in the cooling bath, the solvent was removed using a stream of triethylamine hydrochloride was filtered off. The filtrate was concentrated and the remaining oil was flushed through alumina with ether to give 1.6 g (83%) of the desired product as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05597842 |
| Source dataset | uspto-grants-1997_01 |
| ORD ID | ord-bbc17ed329e7431a94f78bb693f3a92d |
| Source note | uspto-grants-1997_01 |