1-Isopropyl-1H-pyrrole-2-carbaldehyde → 1-n-Propylpyrrole-2-carbonitrile

HRID 542859Notes

Reaction equation

HRID 542859 reaction equation
[CH2:1]([N:4]1[CH:8]=[CH:7][CH:6]=[C:5]1[CH:9]=O)[CH2:2][CH3:3].C([N:14]1C=CC=C1C=O)(C)C>ClCCl>[CH2:1]([N:4]1[CH:8]=[CH:7][CH:6]=[C:5]1[C:9]#[N:14])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 31559701-Isopropyl-1H-pyrrole-2-carbaldehydeHCID 230047561-Propyl-1H-pyrrole-2-carbaldehyde

Product 1

HCID 135893091-n-Propylpyrrole-2-carbonitrileYield 45%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In the same manner as described in Reference Example 2 (1) except that 1-n-propylpyrrole-2-carbaldehyde (prepared in the same manner as described in Can. J. Chem., 55, 4112, 1977, b.p. 72°-75°C./5 mmHg) (8.2 g, 60 mmole) is used instead of 1-isopropylpyrrole-2-carbaldehyde and further the product is isolated by silica gel column chromatography (solvent: dichloromethane) instead of distillation under reducted pressure, there is obtained 1-n-propylpyrrole-2-carbonitrile (3.6 g, yield: 45%).

Workup

  1. customprepared in the same manner

Sources & evidence

ORD record
ord-8b4210d2ec844bae87181a9120b2c905
Source dataset
uspto-grants-1987_04
Patent number
US04659726

Reaction notes

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