HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → HCID 71721691, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 89767875 | HCID 89767875 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71721691 | HCID 71721691 | 9.9% |
Reaction Steps
To a mixture of methyl 6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-carboxylate (120 mg) in DMF (dry) (3.4 mL) was added sodium hydride (15.0 mg) at 0° C. After stirring for 30 min, to the mixture was added paraformaldehyde (20.4 mg) at 0° C. The mixture was stirred at room temperature under nitrogen atmosphere for 2 h. The mixture was quenched with saturated aqueous NH4Cl at 0° C. 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 (12.4 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238639B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-6d1aba7d36dc423da3faa9061fb45014 |
| Source note | uspto-grants-2016_01 |