Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Bromophenol | HCID 11563 | — |
| Reactant | Chlorotriethylsilane | HCID 13819 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 13201437 | HCID 13201437 | 73.5% |
Reaction Steps
A 500 ml flask was charged with 3-bromophenol (A) (25 g, 144 mmol), THF (200 ml) and triethylamine (14.67 g, 145 mmol). The flask was cooled to 0° C. in an ice bath, and chlorotriethylsilane (21.8 g, 144 mmol) was added dropwise. The mixture was allowed to stir at room temperature to completion over 2 h. The hydrochloride salt was then filtered. Removal of solvents followed by flash chromatography afforded 3-bromo-O-triethylsilylphenol (J) as a clear liquid (30.4 g, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05306604 |
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| Source dataset | uspto-grants-1994_04 |
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| ORD ID | ord-3dd59de7412f44089ae8883a1ed4b372 |
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| Source note | uspto-grants-1994_04 |
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