HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 12709721, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 59872176 | HCID 59872176 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 12709721 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06482829B2 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-cab9f922763142e886fb90fb66221b76 |
| Source note | uspto-grants-2002_11 |