HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514615Generated: October 30, 2026
Triethylamine → 5-Bromomethyl-2,2-dimethyl-5-hydroxymethyl-1,3-dioxane
https://huagongshe.com/reaction/514615
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Reactant | 1,3-Propanediol, 2-(bromomethyl)-2-(hydroxymethyl)- | HCID 87954 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 5-Bromomethyl-2,2-dimethyl-5-hydroxymethyl-1,3-dioxane | HCID 58165260 | 159.8% |
Reaction Steps
423 mg (2.13 mmol equivalents) of 2-bromomethyl-2-hydroxymethyl-1,3-propanediol was dissolved in 1.0 mL of acetone, 247 mg (1.07 mmol equivalents) of 10-camphorsulfonic acid was added thereto, and the mixture was stirred at room temperature (25° C.) for 2 days. After completion of the reaction, triethylamine was added, the solvent was removed by distillation, and the obtained crude product was then purified by silica gel column chromatography (eluent: hexane/ethyl acetate (v/v)=3/1) to give 409 mg (1.71 mmol equivalents) of 5-bromomethyl-2,2-dimethyl-5-hydroxymethyl-1,3-dioxane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09107964B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-fc3953eb11924255a1cd5085cdbb9ce4 |
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| Source note | uspto-grants-2015_08 |
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