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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914768Generated: October 30, 2026

Sodium Hydroxide → HCID 59454321, compound

https://huagongshe.com/reaction/1914768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHCID 59454389HCID 59454389—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventAluminium lithium hydrideHCID 21226445—
ProductHCID 59454321HCID 5945432183.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (R)-3-Benzyloxymethyl-1-methyl-piperazine-2,5-dione (1.93 g, 7.78 mmol) in THF (30 mL), LiAlH4 1M in THF (15 mL, 15.5 mmol) was added dropwise over 30 min and the solution was refluxed under N2 atmosphere for 3 h. The reaction was cooled to 0° C. and diluted with water (100 mL). Then 4 mL of a 15% aqueous NaOH solution was added. After 1 h 100 mL of water was added and the reaction stirred overnight. The white precipitate was filtered out and washed with DCM. The solvent was removed under reduced pressure and the residue was diluted with Et2O and decanted. The crude was purified by flash chromatography (DCM/MeOH/7N NH3 in methanol, 90:9:1) to give the desired compound (1.43 g, 83.5% yield) as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614220B2
Source datasetuspto-grants-2013_12
ORD IDord-fda8162fd4124398bc63e16adbbe34ac
Source noteuspto-grants-2013_12