2-(4-Benzyloxyphenyl)-5-methyl-1-(4-pentylphenylpropyl)-1H-pyrrole → 4-[5-Methyl-1-(4-pentylphenylpropyl)-1H-pyrrol-2-yl]phenol

HRID 1072718Notes

Reaction equation

HRID 1072718 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:16]([CH2:21][CH2:22][CH2:23][C:24]3[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[CH:26][CH:25]=3)[C:17]([CH3:20])=[CH:18][CH:19]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[CH3:20][C:17]1[N:16]([CH2:21][CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[CH:26][CH:25]=2)[C:15]([C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)=[CH:19][CH:18]=1

Participants

4

Reactant 1

HCID 697319892-(4-Benzyloxyphenyl)-5-methyl-1-(4-pentylphenylpropyl)-1H-pyrrole

Product 1

HCID 697326774-[5-Methyl-1-(4-pentylphenylpropyl)-1H-pyrrol-2-yl]phenolYield 54%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of 2-(4-benzyloxyphenyl)-5-methyl-1-(4-pentylphenylpropyl)-1H-pyrrole (2.99 g, 6.6 mmol) in ethanol (60 ml) was added 10% palladium carbon (300 mg) and the mixture was stirred under hydrogen atmosphere. The insoluble matter was filtered out and the filtrate was concentrated to give the object compound as an oily substance. 1.28 g, (yield 54% )

Workup

  1. filtrationThe insoluble matter was filtered out
  2. concentrationthe filtrate was concentrated
  3. customto give the object compound as an oily substance

Sources & evidence

ORD record
ord-18ae5b44f76f4f6fa55d1553d4ba9813
Source dataset
uspto-grants-2005_06
Patent number
US06911468B2

Reaction notes

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