HCID 21087563, compound → HCID 21087564, compound

HRID 348521Notes

Reaction equation

HRID 348521 reaction equation
[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([CH2:16][OH:17])=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[C:7]([O:18][CH3:19])[CH:8]=2)[CH3:2]>CC(C)=O.O=[Mn]=O>[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([CH:16]=[O:17])=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[C:7]([O:18][CH3:19])[CH:8]=2)[CH3:2]

Participants

4

Reactant 1

HCID 21087563HCID 21087563, compound

Product 1

HCID 21087564HCID 21087564, compoundYield 0.1%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 180AcetoneSolvent

Procedure

A solution of 9-ethyl-3-hydroxymethyl-6-methoxycarbazole (0.305 g, 1.2 mmol) in acetone (5 mL) was treated with MnO2 (0.52 g, 6 mmol) and the reaction stirred at room temperature for 60 hours. The reaction mixture was filtered and the solvent evaporated under reduced pressure. The crude was purified by column chromatography (heptane/ethyl acetate 5/1) to afford 0.190 mg of the title compound.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent evaporated under reduced pressure
  3. customThe crude was purified by column chromatography (heptane/ethyl acetate 5/1)

Sources & evidence

ORD record
ord-50a932ae424f4796823f5d18caf438eb
Source dataset
uspto-grants-2007_02
Patent number
US07176322B2

Reaction notes

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