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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2259510Generated: November 2, 2026

2,3-Dihydroxybutanedioic Acid → HCID 22857730, compound

https://huagongshe.com/reaction/2259510

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dihydroxybutanedioic AcidHCID 875—
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 22857742HCID 22857742—
SolventDichloromethaneHCID 6344—
ProductHCID 22857730HCID 22857730—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of the ester of Step 3 (29.69 g, 59 mmol) in 300 mL of CH2Cl2 at -78° C. was added slowly a solution of diisobutylaluminum hydride 1.5M in toluene (99 mL, 149 mmol) and the mixture was stirred at -78° C. for 30 min. 2M Tartaric acid was then added and the solution was neutralized with 10 N NaOH. The product was extracted in EtOAc, dried over Na2SO4, and concentrated to give 26.90 g, 96%, of the title alcohol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05472964
Source datasetuspto-grants-1995_12
ORD IDord-1611a937fdb3467eaf3d03dec01bb17e
Source noteuspto-grants-1995_12