HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108027Generated: October 31, 2026
Triethylamine → (2-Bromoethoxy)-tert-butyldimethylsilane
https://huagongshe.com/reaction/1108027
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2-Bromoethoxy)-tert-butyldimethylsilane | HCID 3608067 | 96.2% |
Reaction Steps
Treat 2-bromoethanol (107 g) in CH2Cl2 (2 L) at 0° C. with t-butyidimethylsilylchloride (143 g), NEt3 (130 g) and DMAP (11 g), allow the reaction mixture to warm to 23° C. and stir for 18 h. Wash the mixture with H2O (250 mL), 20% HCl (250 mL), 20% NH4OH (250 mL), dry (MgSO4) and concentrate to give 2-(t-butyidimethylsilyloxy)-ethylbromide (197 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06063926 |
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| Source dataset | uspto-grants-2000_05 |
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| ORD ID | ord-d83e2ea586bf4a96a9d8aeb6acb4e21a |
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| Source note | uspto-grants-2000_05 |
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