Acetaldehyde → HCID 10200487, compound

HRID 1166644Notes

Reaction equation

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

Participants

Reactant 2

HCID 177Acetaldehyde

HCID 9947152HCID 9947152, compound2×

Product 1

HCID 10200487HCID 10200487, compoundYield 44.4%

Procedure

Following General Procedure D, ethyl 4-[(8-ethyl-3,5,5-trimethyl-5,6-dihydronaphthalen-2-yl)amino]benzoate (Compound 16, 0.25 g, 0.69 mmol) was reacted with acetaldehyde (0.8 mL, 13.8 mmol) to give 0.12 g (43%) of the title compound as a clear oil.

Sources & evidence

ORD record: ord-5fffcfe2791744dcb0999b79ddbe931c
Source dataset: uspto-grants-2003_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06613917B1

Reaction notes

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