Acetaldehyde → HCID 10222970, compound

HRID 1166645Notes

Reaction equation

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

Participants

Reactant 2

HCID 177Acetaldehyde

HCID 10156455HCID 10156455, compound2×

Product 1

HCID 10222970HCID 10222970, compoundYield 50.1%

Procedure

Following General Procedure D, ethyl 4-[(8-isopropyl-3,5,5-trimethyl-5,6-dihydronaphthalen-2-yl)amino]benzoate (Compound 17, 0.48 g, 1.28 mmol) was reacted with acetaldehyde (0.9 mL, 12.8 mmol) to give 0.26 g (50%) of the title compound as a clear oil.

Sources & evidence

ORD record: ord-5e4d63bf0b914a6d9309b49afb8d699e
Source dataset: uspto-grants-2003_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06613917B1

Reaction notes

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