HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-(acetylamino)-3-[(2S)-oxiran-2-ylmethoxy]phenyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester | HCID 146490 | — |
| Reactant | 4-Acetamido-3-hydroxyphenyl acetate | HCID 68818152 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Solvent | Diethyl ether methanol | HCID 21864698 | — |
| Product | 4-(acetylamino)-3-[(2S)-oxiran-2-ylmethoxy]phenyl acetate | HCID 71570341 | 38.5% |
Reaction Steps
A mixture of 4-(acetylamino)-3-hydroxyphenyl acetate (669 mg, 3.2 mmol), (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (748 mg, 2.9 mmol) and Cs2CO3 ((1.05 g, 3.2 mmol) in 1-methyl-pyrrolidinone (10 mL) was stirred at room temperature over night. The reaction mixture was partitioned between ethyl acetatwe and water. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo to give a yellow oil which was suspended in methanol/diethyl ether. The precipitate was filtered off and dried to give the sub-title compound (296 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07524856B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-34e02ff61af84e5389eb2c50ab9fc451 |
| Source note | uspto-grants-2009_04 |