Water → HCID 54535819, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:10][C:11]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[O:12])=[CH:5][C:4]=1[N+:25]([O-])=O.O.S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)C.C1(C)C=CC=CC=1>[NH2:25][C:4]1[CH:5]=[C:6]([C:9]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:10][C:11]([N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)=[O:12])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 50 °C
Procedure
7.37 g (20 mmols) of 3-(4-methoxy-3-nitrophenyl)-3-phenylacrylic acid morpholide were dissolved in 100 ml of ethanol, then 100 ml of water were added, the mixture was heated to 50° C., and 14.7 g (70 mmols) of sodium dithionite were added while stirring. The mixture as then refluxed for one hour, the ethanol was distilled off in vacuo, and water was added. The brown greasy substance thus obtained was dissolved in toluene and purified on a silica gel column. Elution was carried out first with toluene and then with a toluene/acetone mixture 80:20. The fractions containing the substance with Rf 0.26 (toluene/acetone 70:30) were concentrated by evaporation in vacuo.
Workup
- temperatureThe mixture as then refluxed for one hour
- distillationthe ethanol was distilled off in vacuo, and water
- additionwas added
- customThe brown greasy substance thus obtained
- custompurified on a silica gel column
- washElution
- additionThe fractions containing the substance with Rf 0.26 (toluene/acetone 70:30)
- concentrationwere concentrated by evaporation in vacuo
Sources & evidence
- ORD record
- ord-9b3dca38e8f54342966a213175ccb086
- Source dataset
- uspto-grants-1988_06
- Patent number
- US04753934
Reaction notes
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