1-Nitro-4-((E)-styryl)-benzene → trans-4-Aminostilbene

HRID 2072335Notes

Reaction equation

HRID 2072335 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7](/[CH:10]=[CH:11]/[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 980011-Nitro-4-((E)-styryl)-benzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 1272788trans-4-AminostilbeneYield 91.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
120 °C

Procedure

38 g of 4-nitrostilbene are hydrogenated in 120 g of ethanol with 6 g of a CoSx paste prepared according to Example 1, which was digested with ethanol and contains approx. 30% of CoSx, in a stainless steel stirred autoclave at 115° C under 80 bars of H2. The calculated amount of hydrogen for the reduction of the nitro group has been take up within 1 hour. The mixture is stirred for a further 10 minutes at 120° C and 80 bars of H2. The reduction mixture is filtered and the resulting solution gives 30 g of 4-amino-trans-stilbene; melting point 151° C.

Workup

  1. customprepared
  2. customat 115° C
  3. filtrationThe reduction mixture is filtered

Sources & evidence

ORD record
ord-b7fb4e27d98042f785fe484621b4fcda
Source dataset
uspto-grants-1977_09
Patent number
US04051177

Reaction notes

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