Triethylamine → 4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benz-aldehyde

HRID 2417479Notes

Reaction equation

HRID 2417479 reaction equation
[CH:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][CH:4]=1)=[O:2].[NH:12]1[CH2:16][CH2:15][CH:14]=[CH:13]1.C(N(CC)CC)C>ClCCl>[N:12]1([C:7]([C:6]2[CH:5]=[CH:4][C:3]([CH:1]=[O:2])=[CH:11][CH:10]=2)=[O:9])[CH2:16][CH:15]=[CH:14][CH2:13]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 120884-Formylbenzoic acidHCID 94395Pyrroline

Product 1

HCID 226325974-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benz-aldehyde

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

5.2 g (35 mmol) of 4-formylbenzoic acid was dissolved in 100 ml of dichloromethane. 2.0 g (29 mmol) of pyrroline, 5.9 g (35 mmol) of 2-chloro-1,3-dimethylimidazonium chloride and 6.1 ml (43 mmol) of triethylamine were added to the obtained solution, and they were stirred at room temperature for 5 hours. After the treatment with dichloromethane as the extracting solvent by an ordinary method, the crude product was obtained.

Sources & evidence

ORD record
ord-26dfe9b84e95480fb4398ccaa8074111
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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