HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → Ethyl 2-(4-amino-3-chloro-5-(cyclopropylmethoxy)phenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Ethyl 2-(4-amino-3-(cyclopropylmethoxy)phenyl)acetate | HCID 57995628 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | Ethyl 2-(4-amino-3-chloro-5-(cyclopropylmethoxy)phenyl)acetate | HCID 57995503 | 101.3% |
Reaction Steps
To a stirred solution of ethyl 2-(4-amino-3-(cyclopropylmethoxy)phenyl)acetate (1.2 g, 4.0 mmol) in dry CCl4 (60 mL), NCS (0.427 g, 3.2 mmol) was added at 0° C. The reaction mixture was allowed to stir for 3 h at room temperature. The reaction mixture was diluted with water and extracted with DCM (2×50 mL). The combined organic layers were dried over Na2SO4, filtered and the volatiles removed in vacuo. The crude reaction mixture was purified by column chromatography to give ethyl 2-(4-amino-3-chloro-5-(cyclopropylmethoxy)phenyl)acetate (920 mg) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367863B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-6853de6e47a8410b83b2981282cf9b22 |
| Source note | uspto-grants-2013_02 |