Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | HCID 18406103 | HCID 18406103 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 9949633 | HCID 9949633 | 95% |
Reaction Steps
2.00 g (10.4 mmol) of 4-methoxymethyl-4-methyl-chroman was dissolved in 25 ml of abs. CH2Cl2 and treated with a catalytic amount of Fe-powder and Na2CO3. After cooling to 0° C., 1.21 m of bromine (1.1 eq.) was added and the mixture kept for 0.6 h at this temperature. Pouring onto crushed ice, extraction with diethylether, washing the organic phase with water, drying it over magnesium sulfate, filtration and evaporation of the solvents, and ensuing flash chromatography over SiO2 (hexane/ethylacetate 95/5) yielded 1.676 g of pure title compound as colorless oil (GC>95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06479670B1 |
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| Source dataset | uspto-grants-2002_11 |
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| ORD ID | ord-ffa4f2ba9ca945d4a236b0801b8bccae |
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| Source note | uspto-grants-2002_11 |
|---|