HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908526Generated: October 25, 2026
Carbon tetrabromide → 1,3-Dioxane, 5-(2-bromoethyl)-2,2-dimethyl-
https://huagongshe.com/reaction/908526
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethanol | HCID 11816011 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1,3-Dioxane, 5-(2-bromoethyl)-2,2-dimethyl- | HCID 178988 | — |
Reaction Steps
To a solution of compound 32 (84 g, 0.528 mol) in dry DMF (500 mL) was added triphenylphosphine (207 g, 0.79 mol) with vigorous stirring until it becomes a clear solution. The mixture was cooled to 0° C. and added CBr4 (260 g, 0.79 mol) portion wise over a period of 30 min and allowed to stir at RT for 5 h. The reaction mixture was cooled to 0° C., added saturated NaHCO3 solution (200 mL) and extracted with hexane (4×200 mL). The combined organic layer was dried, concentrated under vacuum and the crude title compound (117 g) was used for next reaction without any purification. TLC: Pet. ether/EtOAc, 7:3, Rf=0.6
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08017620B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-8a9400e2ee204391b432642c46834d37 |
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| Source note | uspto-grants-2011_09 |
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