Hydrochloric Acid → HCID 9860034, compound

HRID 991007Notes

Reaction equation

HRID 991007 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.[CH3:20][Al](C)C.Cl>C1(C)C=CC=CC=1.CCCCCCC>[CH3:20][C:18]1([OH:19])[C:8]2[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[N:11][NH:10][C:9]=2[C:12]2[C:17]1=[CH:16][CH:15]=[CH:14][CH:13]=2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3571921SBB062313HCID 16682925Trimethylaluminum

Product 1

HCID 9860034HCID 9860034, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8900HeptaneSolvent

Conditions

Temperature
90 °C

Procedure

3-Phenylindeno[1,2-c]pyrazol-4-(1H)-one (2.4 g) was suspended in toluene (40 ml) under nitrogen and trimethyl aluminium (2.2 ml of a 2M solution in heptane) was added at 20° C. with stirring. The mixture was heated at 90° C. for 16 hours, then cooled to ambient temperature and poured on to crushed ice (approx. 600 ml) containing concentrated hydrochloric acid (30 ml). The precipitated solid was collected by filtration and recrystallized from ethyl acetate with hot filtering to give 4-methyl-3-phenyl-1,4-dihydroindeno[1,2-c]pyrazol-4-ol, m.p.154-155° C.

Workup

  1. temperaturecooled to ambient temperature
  2. additionpoured on
  3. filtrationThe precipitated solid was collected by filtration
  4. customrecrystallized from ethyl acetate
  5. filtrationwith hot filtering

Sources & evidence

ORD record
ord-1c298ec65c884bbfb7b2cb2f7c081fee
Source dataset
uspto-grants-2002_10
Patent number
US06462036B1

Reaction notes

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