HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (7-Bromo-5-chloro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 5-Bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl acetate | HCID 86652953 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (7-Bromo-5-chloro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol | HCID 66878380 | 8.9% |
Reaction Steps
To a solution of 5-bromo-3-chloro-2-(oxiran-2-ylmethoxy)phenyl acetate (4.4 g, 13.7 mmol) in dioxane (20 ml) was added KOH (10%, 40 ml) at 0° C. The reaction mixture was stirred at room temperature for 2 hours. Water was added and the solution was extracted with EtOAc: The combined organic phases were washed with brine, dried (Na2SO4) and evaporated to dryness. Purification on flash column chromatography (isooctane/EtOAc) gave the title compound (0.34 g). MS m/z (rel. intensity, 70 eV) 280 (M+, bp), 278 (78), 224 (68), 222 (54), 57 (37).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524766B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-c63928e4aaab43de9b674b43cc9765ef |
| Source note | uspto-grants-2013_09 |