HCID 18945167, compound → Methyl 3-formyl-5-(1H-pyrrol-1-yl)benzoate

HRID 399852Notes

Reaction equation

HRID 399852 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([N:13]2[CH:17]=[CH:16][CH:15]=[CH:14]2)[CH:12]=1)[C:6]([O:8][CH3:9])=[O:7]>ClCCl.[O-2].[O-2].[Mn+4]>[CH:2]([C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([N:13]2[CH:17]=[CH:16][CH:15]=[CH:14]2)[CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])=[O:1]

Participants

4

Reactant 1

HCID 18945167HCID 18945167, compound

Product 1

HCID 18945307Methyl 3-formyl-5-(1H-pyrrol-1-yl)benzoateYield 88.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of methyl 3-hydroxymethyl-5-(pyrrol-1-yl)benzoate (20.0 g) and manganese dioxide (100.0 g) in dichloromethane (0.5 l) was stirred for 22 hours at room temperature. The manganese dioxide was filtered off and the filtrate was evaporated in vacuo. The residue was pulverized from diisopropyl ether and petroleum ether to give methyl 3-formyl-5-(pyrrol-1-yl)benzoate (17.6 g).

Workup

  1. filtrationThe manganese dioxide was filtered off
  2. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-5f260cc589b34e5eab58c04327dab822
Source dataset
uspto-grants-1998_10
Patent number
US05824691

Reaction notes

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