HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422337Generated: October 29, 2026
1-(Trimethylsilyl)prop-1-yne → HCID 66597967, compound
https://huagongshe.com/reaction/422337
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1-(Trimethylsilyl)prop-1-yne | HCID 80363 | — |
| Reactant | 2-(Chloromethyl)-1-methylbenzimidazole | HCID 248044 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66597967 | HCID 66597967 | 23% |
Reaction Steps
n-BuLi (1.35 mL, 3.39 mmol, 2.5 M) was added to a solution of trimethyl-prop-1-ynyl-silane (0.55 mL, 3.69 mmol) in THF (1 mL) at −78° C. After 2 hours, a solution of 2-chloromethyl-1-methyl-1H-benzoimidazole (556 mg, 3.08 mmol) in THF (5 mL) was added to the reaction mixture at −78° C. then the reaction mixture was stirred for 30 min at −78° C. and 1 hour at room temperature and was quenched with water. The aqueous phase was extracted with DCM. The organic phase was washed with water, dried over MgSO4, filtered and evaporated to yield 1-methyl-2-(4-trimethylsilanyl-but-3-ynyl)-1H-benzoimidazole (178 mg, 0.69 mmol, 23%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08101637B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-cb0f7de90ef74d91b13f79990360995c |
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| Source note | uspto-grants-2012_01 |
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