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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698289Generated: November 1, 2026

1-Bromooctane → Glyceryl octyl ascorbic acid

https://huagongshe.com/reaction/1698289

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromooctaneHCID 8140—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Glyceryl ascorbateHCID 67267795—
SolventDimethyl SulfoxideHCID 679—
ProductGlyceryl octyl ascorbic acidHCID 5458805361.3%

Reaction Steps

Under an argon atmosphere, 3-O-glyceryl ascorbic acid (54.1 g) obtained in Example 1 was stirred in DMSO (200 mL), and further, sodium hydrogen carbonate (18.5 g) was added and the mixture was stirred at room temperature for 30 minutes. Thereafter, octyl bromide (63.7 g) was added and the mixture was heated up to 100° C. and stirred for 3 hours, followed by extraction with ethyl acetate. Then, the extracted liquid was dried over anhydrous sodium sulfate, and concentrated under reduced pressure, and 131 g of the resultant residue was subjected to silica gel column chromatography. Elution was performed with chloroform/methanol/water(volume ratio:10/3/0.4), and concentration was performed under reduced pressure to obtain 3-O-glyceryl-2-O-octyl ascorbic acid (48.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163939B2
Source datasetuspto-grants-2012_04
ORD IDord-bb3b254aa44549898d5e82008234d856
Source noteuspto-grants-2012_04