5-Propylcyclohexane-1,3-dione → HCID 67436390, compound

HRID 1663360Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:20][CH2:21]C2C=CC=C(OC)C=2)[C:9]=1[O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=1)[CH:5]=O.[CH3:30]/[C:31](/[NH2:35])=[CH:32]\[C:33]#[N:34].[CH2:36]([CH:39]1[CH2:44][C:43](=O)[CH2:42][C:41](=[O:46])[CH2:40]1)[CH2:37][CH3:38]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]2[C:42]3[C:41](=[O:46])[CH2:40][CH:39]([CH2:36][CH2:37][CH3:38])[CH2:44][C:43]=3[NH:35][C:31]([CH3:30])=[C:32]2[C:33]#[N:34])[CH:7]=[C:8]([O:20][CH2:21][C:3]2[CH:4]=[CH:7][CH:8]=[C:9]([O:10][CH3:11])[CH:2]=2)[C:9]=1[O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 3-bromo-4,5-bis-(3-methoxy-benzyloxy)-benzaldehyde (143 mg), 3-aminocrotonitrile (28 mg), 5-propylcyclohexane-1,3-dione (52 mg) in ethanol (10 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→2/8 (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→2/8 (v/v) as eluent

Sources & evidence

ORD record: ord-c38d166613104102998118f32c50b55d
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08034945B2

Reaction notes

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