Isopropanol → Mesitylene

HRID 917894Notes

Reaction equation

HRID 917894 reaction equation
COC1C=CC(N2C3CCCC[C:12]=3[CH:11]=[C:10]2[C:18]2[CH:23]=CC=C[CH:19]=2)=CC=1.[CH:24](O)([CH3:26])[CH3:25]>[Pd]>[C:24]1([CH3:26])[CH:19]=[C:18]([CH3:23])[CH:10]=[C:11]([CH3:12])[CH:25]=1

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 135225381-(4-Methoxyphenyl)-2-phenyl-4,5,6,7-tetrahydroindole

Product 1

HCID 7947Mesitylene

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Following a procedure similar to that of Example 1D but using 63 g. of 1-(4-methoxyphenyl)-2-phenyl-4,5,6,7-tetrahydroindole and 18 g. of 10% palladium-on-charcoal in 600 ml. mesitylene (18 hours reflux) there was obtained, on recrystallization first from isopropyl alcohol and then from tetrahydrofuran-hexane, 58.5 g. of 1-(4-methoxyphenyl)-2-phenylindole; m.p. 141°-142°C.

Sources & evidence

ORD record
ord-8d60b5116c00491fa7432698c4cd8171
Source dataset
uspto-grants-1976_07
Patent number
US03968121

Reaction notes

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