1,2-Diallyloxybenzene → 3,6-Bis(prop-2-enyl)benzene-1,2-diol

HRID 360232Notes

Reaction equation

HRID 360232 reaction equation
C=CCOc1ccccc1OCC=C>CC1CCCO1.OC(C(F)(F)F)C(F)(F)F>C=CCc1ccc(CC=C)c(O)c1O.C=CCc1ccc(O)c(O)c1CC=C

Participants

7

Reactant 1

HCID 778941,2-Diallyloxybenzene

Product 3

HCID 778941,2-DiallyloxybenzeneYield 0%HCID 131583253,4-Diallylbenzene-1,2-diolYield 28.876%HCID 132276783,6-Bis(prop-2-enyl)benzene-1,2-diolYield 39.223%

Reagents, catalysts & solvents 3

HCID 73012-MethyltetrahydrofuranSolventHCID 135291,1,1,3,3,3-Hexafluoro-2-propanolSolventHCID 7500EthylbenzeneInternal standard

Conditions

Temperature
225 °C
Other
Reaction carried out in transient flow with ramps to vary the binary solvent composition, temperature and residence time. This reaction represents a single HPLC measurement sampled from within a transient flow ramp. Conditions are an estimate of what the reaction sample was exposed to prior to analysis.

Workup

  1. temperatureThe solution flowed through a customized cooling system made from an aluminum block and a Peltier assembly to quench the reaction.
  2. aliquotA Vici 4 port 2 position sampling valve sampled small aliquots (500 nL) into the HPLC for online analysis measurements of the reaction.

Sources & evidence

ORD record
ord-46b6d28ff4454911bbe651100e89cbaa
Source dataset
Transient flow exploration of the effect of temperature, residence time and binary solvent ratios on a uni-molecular allyl substituted catechol reaction.
Original link
View source

Reaction notes

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