Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl [2-(2-bromophenyl)ethyl]carbamate | HCID 19433413 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67310967 | HCID 67310967 | — |
Reaction Steps
A solution of tert-butyl [2-(2-bromophenyl)ethyl]carbamate (810 mg, 2.7 mmol) in dry THF (2.0 mL) was transferred to a flask with a suspension of sodium hydride (65 mg, 2.7 mmol) in dry THF (2.0 mL) under an atmosphere of argon. The mixture was stirred for 15 min at room temperature and 10 min at 60° C. Iodomethane (0.19 mL, 2.97 mmol) was added with a syringe. After 4 h the reaction mixture was poured into water and extracted with EtOAc (×3). The organic phases were combined and washed with brine and dried with MgSO4. The crude product was purified by chromatography eluting with petroleum ether/EtOAc 10:1 to afford the title compound as a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07034015B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-0d7d5ce8fba24ad69d2d89b2d4aaaa1a |
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| Source note | uspto-grants-2006_04 |
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