HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500460Generated: November 3, 2026
2-Bromo-1-(2-bromoethoxy)-4-methylbenzene → 5-Methyl-2,3-dihydro-1-benzofuran
https://huagongshe.com/reaction/1500460
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromo-1-(2-bromoethoxy)-4-methylbenzene | HCID 11033709 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Methyl-2,3-dihydro-1-benzofuran | HCID 12725190 | — |
Reaction Steps
To a solution of 2-bromo-1-(2-bromoethoxy)-4-methylbenzene (1a) (1.0 g, 3.4 mmol) in THF (20 mL) at −78° C., under N2 was added n-BuLi (2.5 M, 11 mL, 27 mmol) and the resulting mixture was stirred at −78° C., for 1 h. The mixture was quenched with saturated NH4Cl (10 mL), extracted with EtOAc (150 mL), washed with brine, dried and concentrated to give the title compound (1b) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206166B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-a4a39f46beea4c1f884da0aef3ad7b80 |
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| Source note | uspto-grants-2015_12 |
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