2-Methyl-3-(1H-pyrrol-1-yl)benzenemethanol → HCID 20188385, compound

HRID 1789343Notes

Reaction equation

HRID 1789343 reaction equation
[N:1]1([C:6]2[C:7]([CH3:14])=[C:8]([CH:11]=[CH:12][CH:13]=2)[CH2:9][OH:10])[CH:5]=[CH:4][CH:3]=[CH:2]1>[O-2].[O-2].[Mn+4].C1C=CC=CC=1>[N:1]1([C:6]2[C:7]([CH3:14])=[C:8]([CH:11]=[CH:12][CH:13]=2)[CH:9]=[O:10])[CH:5]=[CH:4][CH:3]=[CH:2]1

Participants

4

Reactant 1

HCID 155817552-Methyl-3-(1H-pyrrol-1-yl)benzenemethanol

Product 1

HCID 20188385HCID 20188385, compoundYield 82.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst3×HCID 241BenzeneSolvent

Procedure

A suspension of 6 g of (3-pyrrol-1-yl)2-methylbenzyl alcohol, 300 ml of benzene and 30 g of manganese dioxide was stirred at room temperature for 3 hours and 12 g of manganese dioxide were added thereto. After stirring for 2 hours, another 6 g of manganese dioxide were added to the mixture which was then stirred at room temperature for 19 hours and was vacuum filtered. The filter was rinsed with benzene and the filtrate was evaporated to dryness under reduced pressure to obtain 4.89 g of 3-(pyrrol-1-yl)-2-methylbenzaldehyde melting at 82° C.

Workup

  1. stirringAfter stirring for 2 hours
  2. stirringwas then stirred at room temperature for 19 hours
  3. filtrationfiltered
  4. washThe filter was rinsed with benzene
  5. customthe filtrate was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-19260d8363044c62bef46126e599e8c7
Source dataset
uspto-grants-1987_08
Patent number
US04689342

Reaction notes

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