1-Methyl-1H-pyrrole-2-carbaldehyde → HCID 5941874, compound

HRID 646183Notes

Reaction equation

HRID 646183 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1.[CH3:11][N:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[CH:17]=O>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[C:8](=[CH:17]/[C:13]2[N:12]([CH3:11])[CH:16]=[CH:15][CH:14]=2)/[C:9]#[N:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 145041-Methyl-1H-pyrrole-2-carbaldehydeHCID 2415824-Chlorobenzyl cyanide

Product 1

HCID 5941874HCID 5941874, compoundYield 85.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 4-chlorophenylacetonitrile (500 mg, 3.30 mmol) and 1-methyl-1H-pyrrole-2-carbaldehyde (370 mg, 3.39 mmol, 1.03 equiv.) in water (5 ml) was treated with 40% aqueous Triton B (1.4 ml, 3.3 mmol). Precipitate began forming almost immediately. After stirring for 2 h, the precipitate was filtered off, washed with water, and dried to afford a yellow solid (682 mg). This is Compound 6 in Table 8.

Workup

  1. additionwas treated with 40% aqueous Triton B (1.4 ml, 3.3 mmol)
  2. customPrecipitate began forming almost immediately
  3. filtrationthe precipitate was filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-3b1d588e81a54d249b212fef1743b611
Source dataset
uspto-grants-2010_04
Patent number
US07705038B2

Reaction notes

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