Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3,5-Dimethyl-4-hydroxybenzaldehyde | HCID 75222 | — |
| Reactant | Silane, (chloromethyl)trimethyl- | HCID 75361 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 15294442 | HCID 15294442 | — |
Reaction Steps
Mix magnesium turnings (240 mg, 10 mmol) and anhydrous ethyl ether under an inert atmosphere. Add a solution of chloromethyltrimethylsilane (1.9 g, 10 mmol) in anhydrous ethyl ether. Stir until the magnesium metal dissolves. Add a solution of 3,5-dimethyl-4-hydroxybenzaldehyde (1.5 g, 10 mmol) in anhydrous ethyl ether. Stir until reaction is complete. Cool the reaction mixture to 0° C. and add saturated ammonium chloride solution. Separate the ether layer, wash with water and dry (MgSO4). Evaporate to give 4-hydroxy-3,5-dimethyl-α-[(trimethylsilyl)-methyl]benzenemethanol and purify by silica gel chromatrography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05962435 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-4a1a591b373f4f5cbd2ffe751961d4af |
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| Source note | uspto-grants-1999_10 |
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