Benzaldehyde, 4-(dipropylamino)- → HCID 54100635, compound

HRID 1416102Notes

Reaction equation

HRID 1416102 reaction equation
[CH2:1]([N:4]([CH2:13][CH2:14][CH3:15])[C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1)[CH2:2][CH3:3].[C:16]1(C)[CH:21]=[CH:20][C:19]([C:22]([C:33]2[CH:38]=[CH:37][C:36](C)=[CH:35][CH:34]=2)=[CH:23][CH2:24]P([O-])(OCC)OCC)=[CH:18][CH:17]=1.CC(C)([O-])C.[K+]>CN(C=O)C>[C:19]1([C:22]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)=[CH:23][CH:24]=[CH:9][C:8]2[CH:11]=[CH:12][C:5]([N:4]([CH2:13][CH2:14][CH3:15])[CH2:1][CH2:2][CH3:3])=[CH:6][CH:7]=2)[CH:20]=[CH:21][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 69171Benzaldehyde, 4-(dipropylamino)-HCID 23665647Potassium tert-butoxideHCID 178476800HCID 178476800, compound

Product 1

HCID 54100635HCID 54100635, compoundYield 61.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 2.05 g (10.0 mmol) of p-di-n-propylaminobenzaldehyde, 3.6 g (10.9 mmol) of diethyl 3,3-diphenylallylphosphite ((5), R1 =R2 =H, R=Et), 1.3 g (11.6 mmol) of potassium tert-butoxide, and 15 ml of DMF, the same treatments as in step (5) in Example 1 were performed. Thus, 2.35 g of 1,1-diphenyl-4-(p-di-n-propylaminophenyl)-1,3-butadiene was obtained.

Sources & evidence

ORD record
ord-ecc477cd1184428dbc2b88fdc39131e0
Source dataset
uspto-grants-1999_06
Patent number
US05910610

Reaction notes

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