Ethanol → HCID 18622557, compound
Reaction equation
[C:1]1([C:7]2[C:8]3[C:18](=[O:19])[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[C:9]=3[NH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+].C(O)C>O>[C:1]1([C:7]2[C:8]3[CH:18]([OH:19])[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[C:9]=3[NH:10][N:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 3-phenylindeno[1,2-c]pyrazol-4(1H)-one (0.86 g), sodium borohydride (0.26 g) and absolute ethanol (200 ml) was stirred at ambient temperature for 72 hours. The mixture was filtered to remove a small amount of solid which was discarded and the filtrate was concentrated under reduced pressure to low volume whereupon crystals were formed. This suspension was diluted with water to approximately 250 ml and the solid was collected by filtration and recrystallized from methanol to give 3-phenyl-1,4-dihydroindeno[1,2-c]pyrazol-4-ol, m.p. 269-272° C.
Workup
- filtrationThe mixture was filtered
- customto remove a small amount of solid which
- concentrationthe filtrate was concentrated under reduced pressure to low volume whereupon crystals
- customwere formed
- filtrationthe solid was collected by filtration
- customrecrystallized from methanol
Sources & evidence
- ORD record
- ord-c3e8d42857e34f53924da82c9bb7b9a3
- Source dataset
- uspto-grants-2003_03
- Patent number
- US06534655B1
Reaction notes
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