Benzaldehyde → HCID 67592306, compound

HRID 346029Notes

Reaction equation

HRID 346029 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]([S:13]([C:16]1[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=1)(=[O:15])=[O:14])[CH2:8][CH2:7][C:6]2=[O:23].[CH:24](=O)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[CH:24](=[C:7]1[C:6](=[O:23])[C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[N:9]([S:13]([C:16]2[CH:17]=[CH:18][C:19]([CH3:22])=[CH:20][CH:21]=2)(=[O:15])=[O:14])[CH2:8]1)[CH:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH2:30]1

Participants

3

Reactant 2

HCID 240BenzaldehydeHCID 5146562HCID 5146562, compound

Product 1

HCID 67592306HCID 67592306, compoundYield 63%

Procedure

By the method of Example 146, 25.0 g (75.5 mmol) of 6-methoxy-1-(p-toluenesulfonyl)-2,3-dihydro-4(1H)quinolinone (J. Am. Chem. Soc., Vol. 71, p. 1901, 1949) and 12.0 g (113 mmol) of benzaldehyde were converted to 20.0 g (63%) of present title product recrystallized from ether-hexane, m.p. 131°-132° C.

Sources & evidence

ORD record
ord-e4196ccf36fd4dc3b344c57ab7e25a21
Source dataset
uspto-grants-1991_10
Patent number
US05059609

Reaction notes

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