HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Methyl(6-((2,4-dichlorobenzyl)oxy)-4-methyl-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 | Methyl(6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetate | HCID 121001301 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl(6-((2,4-dichlorobenzyl)oxy)-4-methyl-1-benzothiophen-3-yl)acetate | HCID 118667001 | — |
Reaction Steps
To a mixture of methyl(6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetate (174 mg) and DMF (dry) (2 mL) were added K2CO3 (112 mg) and 2,4-dichlorobenzyl chloride (0.113 mL) at room temperature. After stirring at room temperature for 5 h, the mixture was poured into water at room temperature and extracted with EtOAc. The organic layer was separated, washed successively with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (233 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238639B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-05791bf18e7047989d2bf7e71c0caf0c |
| Source note | uspto-grants-2016_01 |