3-Aminocyclohex-2-en-1-one → HCID 67819953, compound

HRID 1707284Notes

Reaction equation

HRID 1707284 reaction equation
[NH2:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4](=[O:8])[CH:3]=1.[Cl:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15](=[O:30])[C:16](=[CH:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([N+:27]([O-:29])=[O:28])[CH:22]=1)[C:17](=O)[CH3:18]>CO>[Cl:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([C:16]1[CH:20]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([N+:27]([O-:29])=[O:28])[CH:22]=2)[C:3]2[C:4](=[O:8])[CH2:5][CH2:6][CH2:7][C:2]=2[NH:1][C:17]=1[CH3:18])=[O:30]

Participants

4

Reactant 2

HCID 788923-Aminocyclohex-2-en-1-oneHCID 54466936HCID 54466936, compound

Product 1

HCID 67819953HCID 67819953, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

37 g (0.33 mol) 3-aminocyclohex-2-en-1-one and 42 g (0.13 mol) 1-chloro-7-(3-nitrophenyl-methylene)-nonane-6,8-dione are boiled under reflux in 400 ml methanol for 38 h. The mixture is concentrated and the residue is chromatographed with toluene/acetone=8/2. The title compound is obtained as a yellow oil. Yield: 18 g (34%).

Workup

  1. concentrationThe mixture is concentrated
  2. customthe residue is chromatographed with toluene/acetone=8/2

Sources & evidence

ORD record
ord-0b5daf2af619455ab49e5acc56c9f943
Source dataset
uspto-grants-1994_10
Patent number
US05352684

Reaction notes

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