HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → Methyl 3-tert-butyl-5-(2-methoxyethoxy)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | Methyl 3-tert-butyl-5-hydroxybenzoate | HCID 53399216 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 3-tert-butyl-5-(2-methoxyethoxy)benzoate | HCID 58136955 | — |
Reaction Steps
Methyl 3-tert-butyl-5-hydroxybenzoate (O6.043; 2.18 g) and 1-bromo-2-methoxyethane (1.18 ml) were dissolved in DMF (30 ml) and sodium hydride (301 mg) was added while stirring. After stirring at RT for 2 h, the solvent was drawn off. The residue was taken up in EA, and the mixture was washed with water, dried and concentrated. The residue was purified using silica gel (80 g cartridge, n-heptane/MtB ether gradient of 0-30% in 60 min). 2.0 g of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08198272B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-7fec378c77ae46b584280f98b807c90c |
| Source note | uspto-grants-2012_06 |