Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Benzaldehyde, 4-(2-hydroxyethoxy)- | HCID 89178 | — |
| Reactant | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86244607 | HCID 86244607 | — |
Reaction Steps
To a solution of 4-(2-hydroxyethoxy)benzaldehyde (0.50 g) and imidazole (0.41 g) in N,N-dimethylformamide (6 mL) was added tert-butylchlorodiphenylsilane (0.94 mL), and the mixture was stirred at room temperature overnight. The reaction mixture was poured into water, and the resulting mixture was extracted with diethylether. The extract was washed with water and brine successively, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=10/1) to give 4-[2-(tert-butyl-diphenylsilyloxy)ethoxy]benzaldehyde (1.21 g). The title compound was prepared in a similar manner to that described in Reference Example 45 using this material instead of 4-isobutylbenzaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07750145B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-eccebb412e6d4035ab06eae7c502c67c |
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| Source note | uspto-grants-2010_07 |
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