HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 3-t-butyl-4-hydroxy-5-iodobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | Methyl 3-tert-butyl-4-hydroxybenzoate | HCID 13207060 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-t-butyl-4-hydroxy-5-iodobenzoate | HCID 12084815 | 94.3% |
Reaction Steps
Methyl 3-t-butyl-4-hydroxybenzoate (1.83 g) was dissolved in dichloromethane (24 mL) and methanol (3 mL), and N-iodosuccinimide (2.08 g) and trifluoromethanesulfonic acid (3 mL) were added to the solution, and then the mixture was stirred at room temperature for 15 minutes. Water was added to the reaction solution, and then the organic layer was separated. The organic layer was washed with 10% sodium thiosulfate and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain the title compound (2.77 g) as a brown crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367843B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-5c22d3a8a061459990ebdc6a40e1ca1c |
| Source note | uspto-grants-2013_02 |