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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 638138Generated: October 31, 2026

Tetrabutylammonium Fluoride → HCID 20253400, compound

https://huagongshe.com/reaction/638138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant12-{[tert-Butyl(dimethyl)silyl]oxy}dodec-9-yn-2-olHCID 53675341—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 20253400HCID 20253400100%

Reaction Conditions

Temperature23 °C

Reaction Steps

To a solution of 19 (2.9 g, 9.4 mmol) in THF (15 mL) was added 19 mL of tetra-n-butylammonium fluoride (19 mmole, 1M solution in THF). The reaction was stirred for 1 hr at 23° C. then diluted with 75 mL of water. The aqueous mixture was extracted with ether (3×50 mL) and the ether extract washed with brine (2×50 mL). Product isolation yielded 1.86 g (100%) of the diol (20). No further purification was carried out on 20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04560551
Source datasetuspto-grants-1985_12
ORD IDord-ed5b50673ac347c68094961d662cc76f
Source noteuspto-grants-1985_12