Nitroethane → 1-(3'-Trifluoromethoxyphenyl)-2-nitro-propene

HRID 26242

Reaction equation

HRID 26242 reaction equation
[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O.[N+:14]([CH2:17][CH3:18])([O-:16])=[O:15].C(N)CCC>>[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:5]=[C:6]([CH:7]=[C:17]([N+:14]([O-:16])=[O:15])[CH3:18])[CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 3

HCID 6587NitroethaneHCID 8007ButylamineHCID 6051393-(Trifluoromethoxy)benzaldehyde

Product 1

HCID 539111051-(3'-Trifluoromethoxyphenyl)-2-nitro-propeneYield 70%

Procedure

32 g (0.17 mol) of 3-trifluoromethoxy-benzaldehyde, 32 ml of nitro-ethane and 2 ml of n-butylamine are introduced into a 100 ml flask surmounted by a condenser. The mixture is heated for 20 hours at the reflux temperature and then rectified. 29 g (70% yield) of 1-(3'-trifluoromethoxy-phenyl)-2-nitro-1-propene are collected as a yellow oil b.p. 90°-110° C./2mm. Hg.

Workup

  1. customsurmounted by a condenser
  2. temperatureThe mixture is heated for 20 hours at the reflux temperature

Sources & evidence

ORD record
ord-5b520bca36af4173bb16df2932db823f
Source dataset
uspto-grants-1979_04
Patent number
US04148923

Linked notes

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