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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1018627Generated: October 31, 2026

Methanol → HCID 12709721, compound

https://huagongshe.com/reaction/1018627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 59872176HCID 59872176—
SolventTolueneHCID 1140—
ProductHCID 12709721HCID 12709721—

Reaction Steps

(rac)-8-Benzyl-4-phenyl-2,8-diaza-spiro[4.5]decane-1,3-dion (10.0 g, 30 mmol synthesis described in example 156) was dissolved in toluene (200 mL). Diisobutyl aluminium hydride (220 mL, 1M in THF, 220 mmol) was slowly added while cooling with an ice bath so that the reaction temperature did not exceed 10° C. The reaction mixture was stirred at room temperature for 2 days. A mixture of methanol (6 mL) and water (6 mL) was added at room temperature. The resulting gel was filtered through dicalit and washed with methylene chloride. The filtrate was evaporated to give 8-benzyl-3-hydroxy-4-phenyl-2,8-diaza-spiro[4.5]decan-1-one as a mixture of diastereomers (8.0 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06482829B2
Source datasetuspto-grants-2002_11
ORD IDord-cab9f922763142e886fb90fb66221b76
Source noteuspto-grants-2002_11