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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1761756Generated: November 1, 2026

Water → HCID 70393692, compound

https://huagongshe.com/reaction/1761756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant(2E,6Z)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-olHCID 1549109—
Solvent3,4-dihydro-2H-pyranHCID 8080—
ProductHCID 70393692HCID 70393692—

Reaction Steps

A solution of 1 g (0.0045 mol) of (2E,6Z)-3,7,11-trimethyl-2,6,10-dodecatrien-1-ol in 32 ml of 3,4-dihydro-2H-pyran is treated at 0° with 91 mg of p-toluenesulfonic acid. The solution is stirred at the same temperature for 2 hours under argon. After the addition of 100 ml of water the mixture is extracted with ether. The organic phase is washed with sodium carbonate solution. After drying and removing the solvent the residue is chromatographed on silica gel with ether-hexane 1:1. There is obtained tetrahyro-2-[[(2E,6Z)-3,7,11-trimethyl-2,6,10-dodecatrienyl]oxy]-2H-pyran which has the following bands in the IR spectrum: 1669 cm-1, 1448 cm-1, 1377 cm-1, 1115 cm-1, 1078 cm-1, 1019 cm-1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04827004
Source datasetuspto-grants-1989_05
ORD IDord-0478f000af7a4c0d964bd0937f5ebd3b
Source noteuspto-grants-1989_05