Ethanol → HCID 19106825, compound

HRID 1197481Notes

Reaction equation

HRID 1197481 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[C:4]([O:11][CH2:12][CH:13]=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17]C=2)[CH:3]=1.[Sn](Cl)Cl.[CH2:24](O)C>C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([O:11][CH2:12][C:13]([C:14]2[CH:15]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH2:24])[CH:3]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 24479Stannous ChlorideHCID 544105374-Chloro-1-nitro-2-(phenyl-2-propenyloxy)benzene

Product 1

HCID 19106825HCID 19106825, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 516892Sodium BicarbonateSolvent

Procedure

The compound of Step A (7.2 g) was added to a suspension of tin (II) chloride (28 g) in ethanol (45 ml). The mixture was refluxed for 1.5 h. The reaction was diluted with ethyl acetate and neutralized by careful addition of saturated sodium bicarbonate solution. The organic solution was washed with brine and the solvent was dried over magnesium sulfate. Evaporation of the solution left a thick oil of the title compound (5.8 g).

Workup

  1. temperatureThe mixture was refluxed for 1.5 h
  2. washThe organic solution was washed with brine
  3. dry with materialthe solvent was dried over magnesium sulfate
  4. customEvaporation of the solution
  5. waitleft a thick oil of the title compound (5.8 g)

Sources & evidence

ORD record
ord-96f2d859211a4ba4a05ce86de778481c
Source dataset
uspto-grants-1994_01
Patent number
US05276039

Reaction notes

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