HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 347865Erstellt: 25. Oktober 2026
Methanol → 2-Bromo-1,3-dimethoxy-5-(methoxymethyl)benzene
https://huagongshe.com/reaction/347865
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Methanesulfonyl chloride | HCID 31297 | — |
| Edukt | Sodium Methoxide | HCID 10942334 | — |
| Edukt | (4-Bromo-3,5-dimethoxyphenyl)methanol | HCID 11149289 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 2-Bromo-1,3-dimethoxy-5-(methoxymethyl)benzene | HCID 23080940 | 99,5% |
Reaktionsschritte
Mesyl chloride (34.5 mL, 446 mmol) was added to a solution of (4-bromo-3,5-dimethoxyphenyl)methanol (100 g, 405 mmol) and triethylamine (67.5 mL, 484 mmol) in 1.2-dimethoxyethane (1000 mL) while cooling with ice, and the reaction mixture was stirred for 30 minutes. After adding a 28% sodium methoxide in methanol (350 mL, 1.72 mol) to the reaction mixture, it was further stirred for 3 hours at room temperature. Upon completion of the reaction, toluene (1000 mL) and water (1000 mL) were added to the reaction mixture, the aqueous layer was removed, and the organic extract was washed with water (1000 mL), 1N hydrochloric acid (500 mL) and water (500 mL) in that order and concentrated under reduced pressure to afford 105 g of the title compound as a colorless oil (99.5% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07176216B2 |
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| Quelldatensatz | uspto-grants-2007_02 |
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| ORD ID | ord-010d34d98dd24f95b563cc8a7cdee595 |
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| Quellennotiz | uspto-grants-2007_02 |
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