HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 23114133, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Isopropylphenol | HCID 12059 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-Bromo-5-(1-methylethyl)phenol | HCID 23113890 | — |
| Solvent | Carbon Disulfide | HCID 6348 | — |
| Product | HCID 23114133 | HCID 23114133 | 70% |
Reaction Steps
To a solution of 3-isopropylphenol (10.0 g, 73.4 mmol) in carbon disulfide (200 mL) was slowly added N-bromosuccinimide (13.1 g, 73.4 mmol) with ice-cooling, and the mixture was stirred for 1 hour. The reaction solution was stirred at room temperature for 1 hour, and then water was added thereto, which was extracted with ethyl acetate. The combined organic layer was washed with water and a saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=15:85) to obtain a mixture of 2-bromo-5-isopropylphenol and 2-bromo-3-isopropylphenol (3:1) 11.0 g (yield 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465815B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-3eed3d117ff54bc99e0a00ba790f4bf2 |
| Source note | uspto-grants-2008_12 |