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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2238332Generated: November 2, 2026

Citric Acid → 4-{[Bis(benzyloxy)phosphoryl]oxy}-2,2-dimethylbutanoic acid

https://huagongshe.com/reaction/2238332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantCornforth reagentHCID 2724130—
ReactantDibenzyl 4-hydroxy-3,3-dimethylbutyl phosphateHCID 67234826—
SolventDimethylformamideHCID 6228—
Product4-{[Bis(benzyloxy)phosphoryl]oxy}-2,2-dimethylbutanoic acidHCID 6723515489.1%

Reaction Steps

To a solution of the product from Example 11A (0.922 g, 2.4 mmol) in DMF (20 mL) at room temperature was added pyridinium dichromate (5.5 g), and the mixture was stirred for 16 hours. 10% citric acid was added and the reaction was extracted twice with ethyl acetate. The combined organic layer was washed with brine, dried over MgSO4, filtered and evaporated. The residue was purified by chromatography on silica gel, eluting with a gradient starting with chloroform and ending with 5% methanol in chloroform, to give the title compound (0.839 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07718633B2
Source datasetuspto-grants-2010_05
ORD IDord-405dda8f9050475a8aa2810f7c093ecc
Source noteuspto-grants-2010_05