HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206773Generated: October 31, 2026
N,N-Diethylaniline → 2-Allyl-3-bromo-6-chloro-5-(4-methoxybenzyl)phenol
https://huagongshe.com/reaction/2206773
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N-Diethylaniline | HCID 7061 | — |
| Reactant | 1-(Allyloxy)-5-bromo-2-chloro-3-(4-methoxybenzyl)benzene | HCID 86714081 | — |
| Product | 2-Allyl-3-bromo-6-chloro-5-(4-methoxybenzyl)phenol | HCID 86714080 | 91% |
Reaction Steps
The mixture of bromide 184 (2.52 g, 6.85 mmol) in N,N-diethylaniline (8 mL) was stirred at 200° C. for 45 hours. The mixture was cooled to rt and extracted with EtOAc/aq. 1N HCl solution (100 mL/100 mL). The organic layer was washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the desired product 185 (2.3 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09371303B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-f3e3426369964758a17e50d18c97b286 |
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| Source note | uspto-grants-2016_06 |
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