Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Bromo-3,5-dimethylphenol | HCID 81970 | — |
| Reactant | 1-Propanol, 2-methyl-2-(methylsulfonyl)-, 1-methanesulfonate | HCID 86703882 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86703881 | HCID 86703881 | 28.6% |
Reaction Steps
4-Bromo-3,5-dimethylphenol (1.3 g, 6.51 mmol) and NaH (60% on mineral oil: 167 mg, 4.17 mmol) are stirred in 8 mL of N,N-dimethylformamide for 30 min in a microwave vial, methanesulfonic acid 2-methanesulfonyl-2-methyl-propyl ester (600 mg, 2.61 mmol) is added and the reaction mixture is heated in a microwave oven at 160° C. for 2 h. The solvent is removed under vacuum and the crude product is purified by flash chromatography (cyclohexane/ethyl acetate 99/01→90/10) to give the title compound (Yield: 250 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08633182B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-a47e308c214342638a444d3476826d49 |
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| Source note | uspto-grants-2014_01 |
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