5-Propylcyclohexane-1,3-dione → HCID 67434623, compound

HRID 1663365Notes

Reaction equation

[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[C:10]([N+:22]([O-:24])=[O:23])[C:11]=1[O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=1)[CH:7]=O)[CH3:2].[CH3:25]/[C:26](/[NH2:30])=[CH:27]\[C:28]#[N:29].[CH2:31]([CH:34]1[CH2:39][C:38](=[O:40])[CH2:37][C:36](=O)[CH2:35]1)[CH2:32][CH3:33]>C(O)C>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:7]2[C:37]3[C:38](=[O:40])[CH2:39][CH:34]([CH2:31][CH2:32][CH3:33])[CH2:35][C:36]=3[NH:30][C:26]([CH3:25])=[C:27]2[C:28]#[N:29])[CH:9]=[C:10]([N+:22]([O-:24])=[O:23])[C:11]=1[O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=1)[CH3:2]

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 3-ethoxy-4-(3-methoxy-benzyloxy)-5-nitro-benzaldehyde (40 mg), 3-aminocrotonitrile (10 mg) and 5-propylcylcohexane-1,3-dione (19 mg) in ethanol (2 ml) was stirred at 80° C. for 17 h. The mixture was concentrated in vacuo. The residue was purified by chromatography on silicagel in heptane/ethyl acetate 1/1 (v/v) as eluent.

Workup

concentrationThe mixture was concentrated in vacuo
customThe residue was purified by chromatography on silicagel in heptane/ethyl acetate 1/1 (v/v) as eluent

Sources & evidence

ORD record: ord-9843ada49dee49ad9f1b5e771371ce11
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08034945B2

Reaction notes

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