HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 2-(4-chloro-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenoxy)butanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Butanoic acid, 2-bromo-, ethyl ester | HCID 79039 | — |
| Reactant | 4-Chloro-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenol | HCID 56593973 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | Ethyl 2-(4-chloro-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenoxy)butanoate | HCID 58522053 | — |
Reaction Steps
A mixture of 4-chloro-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenol (Intermediate 267; 110 mg; 0.32 mmol) and ethyl 2-bromobutyrate (50 μl; 0.35 mmol) in DME (2 mL) was treated with K2CO3 (250 mg, 1.81 mmol) and refluxed for 18 hours. Water was added and the reaction mixture was extracted with EtOAc. The organic phase was dried over MgSO4, filtered, concentrated and purified by flash column chromatography (silica), eluting with heptane containing increasing amounts of EtOAc. The title compound was obtained as a colorless sticky solid which was not further purified before use.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273769B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-60c01326f7dc4fbdb41d61683042fa7e |
| Source note | uspto-grants-2012_09 |