HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Ethyl(6-((2,4-dichlorobenzyl)oxy)-1-benzothiophen-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2,4-Dichlorobenzyl chloride | HCID 7212 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (6-Hydroxy-benzo[b]thiophen-3-yl)-acetic acid ethyl ester | HCID 57431998 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl(6-((2,4-dichlorobenzyl)oxy)-1-benzothiophen-3-yl)acetate | HCID 118666999 | 84.2% |
Reaction Steps
To a mixture of ethyl(6-hydroxy-1-benzothiophen-3-yl)acetate (11.0 g) and DMF (200 mL) were added 2,4-dichlorobenzyl chloride (10.9 g) and K2CO3 (9.60 g). The mixture was stirred at 20° for 16 h. The mixture was diluted with EtOAc, and washed successively with water and brine. The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE) to give the title compound (15.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238639B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-6380ce19cf6d4cae922849ae5cda88b2 |
| Source note | uspto-grants-2016_01 |