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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926683Generated: October 31, 2026

Water → HCID 123534788, compound

https://huagongshe.com/reaction/926683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantHCID 117902425HCID 117902425—
SolventTolueneHCID 1140—
ProductHCID 123534788HCID 12353478882.1%

Reaction Steps

Crude 4-methyl-dodecahydro-2-oxa-cyclopentacyclododecen-4-ol (133 g) from Step 3 was dissolved in toluene (1 L). p-Toluenesulfonic acid (pTSA) (4 g) was added and the reaction was heated to reflux with a water trap. After 8 hours, there was no more water separated. The reaction was cooled and washed with sodium carbonate solution. Further distillation afforded 13-methyl-3a,4,5,6,7,8,9,10,11,13a-decahydro-1H,3H-2-oxa-cyclopentacyclododecene (101 g, ˜82% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09289366B2
Source datasetuspto-grants-2016_03
ORD IDord-54eaf0ac0d164c8baffec79bd31368c5
Source noteuspto-grants-2016_03