Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloromethyl ethyl ether | HCID 18523 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86685487 | HCID 86685487 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86685486 | HCID 86685486 | 90% |
Reaction Steps
A mixture of 1-(3-bromo-4-(2-hydroxypropan-2-yl)phenyl)ethanone (0.9 g, 3.51 mmol), (chloro-methoxy)ethane (660 mg, 7.02 mmol) and DIPEA (2.5 mL, 14.04 mmol) in DCM (20 mL) was stirred at 40° C. overnight under argon. Water (50 mL) was added and the mixture was extracted with DCM (50 mL×2). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography over silica gel eluted with PE-EA (10:1) to give 1-(3-bromo-4-(2-(ethoxymeth-oxy)propan-2-yl)phenyl)ethanone (990 mg; yield 90%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546357B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-0e144529d5284965afdf8f831ac48db3 |
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| Source note | uspto-grants-2013_10 |
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