HuagongsheHuagongshe Chemistry Print Report · For research reference only
(E)-3-(3-Chloro-benzo[b]thiophen-2-yl)-acrylic acid methyl ester → 3-(3-Chloro-benzo[b]thiophen-2-yl)-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (E)-3-(3-Chloro-benzo[b]thiophen-2-yl)-acrylic acid methyl ester | HCID 46825722 | — |
| Catalyst | Chlorotris(triphenylphosphine)rhodium(I) | HCID 84599 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(3-Chloro-benzo[b]thiophen-2-yl)-propionic acid methyl ester | HCID 66760751 | 99% |
Reaction Steps
A solution of 3.60 g (14.6 mmol) of 14 in 50 mL THF was treated with Wilkinson's catalyst (3.35 g, 3.62 mmol). The mixture was stirred under 1 atm H2 for 18 h and then was filtered through celite. The solvent was evaporated and the residue purified by flash chromatography on silica gel (0-2% ethyl acetate/hexane) to give 3.63 g (14.3 mmol, 99%) of the saturated ester (15).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754122B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-535b9bfa7fe74d8a98c250a1d158ae77 |
| Source note | uspto-grants-2014_06 |