Dimethylformamide dimethyl acetal → 2-Dimethylaminomethylene-5-p-tolyl-cyclohexane-1,3-dione

HRID 2046463Notes

Reaction equation

HRID 2046463 reaction equation
[C:1]1([CH3:15])[CH:6]=[CH:5][C:4]([CH:7]2[CH2:12][C:11](=[O:13])[CH2:10][C:9](=[O:14])[CH2:8]2)=[CH:3][CH:2]=1.CO[CH:18](OC)[N:19]([CH3:21])[CH3:20].ClC1C=CC(C2CC(=O)C(=CN(C)C)C(=O)C2)=CC=1>>[CH3:18][N:19]([CH:21]=[C:10]1[C:9](=[O:14])[CH2:8][CH:7]([C:4]2[CH:3]=[CH:2][C:1]([CH3:15])=[CH:6][CH:5]=2)[CH2:12][C:11]1=[O:13])[CH3:20]

Participants

4

Reactant 3

HCID 78373Dimethylformamide dimethyl acetalHCID 5670705-(4-Chlorophenyl)-2-[(dimethylamino)methylene]-1,3-cyclohexanedioneHCID 5764925-(4-Methylphenyl)cyclohexane-1,3-dione

Product 1

HCID 288864402-Dimethylaminomethylene-5-p-tolyl-cyclohexane-1,3-dione

Procedure

The title compound was prepared from 5-p-tolyl-cyclohexane-1,3-dione (1.0 g, 4.85 mmol), example 1/c, and N,N-dimethylformamide dimethylacetal (5 ml), following the procedure described for 5-(4-chloro-phenyl)-2-dimethylaminomethylene-cyclohexane-1,3-dione (example 2/a stage 1) except that the reaction was stirred at ambient temperature for 16 h.

Sources & evidence

ORD record
ord-9e3124cad10c451c90ca0eea4cee5e02
Source dataset
uspto-grants-2013_11
Patent number
US08592430B2

Reaction notes

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