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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376506Generated: October 26, 2026

Hydrogen Bromide → DL-alpha-Tocopherol

https://huagongshe.com/reaction/376506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantDiethyl CarbonateHCID 7766—
ReactantIsophytolHCID 10453—
ReactantTrimethylhydroquinoneHCID 12785—
CatalystZinc bromideHCID 10421208—
ProductDL-alpha-TocopherolHCID 2116101.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture consisting of 23.3 g (0.153 mol) of 2,3,5-trimethylhydroquinone, 23.2 g (0.153 mol) of zinc bromide, 52.9 ml of diethyl carbonate and 4.3 g of 47% hydrobromic acid, was added dropwise, under stirring at 50±5° C. over one hour, 46.2 g (0.153 ml) of isophytol (purity: 98.1%). Further, the resulting mixture was stirred for one hour at the same temperature. The reaction liquid was washed several times with 50 ml of water, followed by concentrating under a reduced pressure, whereby 66.7 g of the title compound was obtained as a brown oil (yield: 99.1 %, GLC purity: 98.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06020505
Source datasetuspto-grants-2000_02
ORD IDord-6e997ba4f955466e8f03b9847f05127f
Source noteuspto-grants-2000_02