1-Nitropropane → HCID 54141741, compound

HRID 1065475Notes

Reaction equation

HRID 1065475 reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N)CCC.[N+:22]([CH2:25][CH2:26][CH3:27])([O-:24])=[O:23]>>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[C:25]([N+:22]([O-:24])=[O:23])[CH2:26][CH3:27])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 79031-NitropropaneHCID 8007ButylamineHCID 78109Benzaldehyde, 4-(phenylmethoxy)-

Product 1

HCID 54141741HCID 54141741, compound

Procedure

The starting material is prepared as follows: The mixture of 80 g of p-benzyloxybenzaldehyde, 100 ml of 1-nitro-propane and 5 ml of n-butylamine is placed in a reflux extractor filled with molecular sieves (type 5A), and refluxed for four hours. It is evaporated, the residue dissolved in diethyl ether containing some ethyl acetate and the solution stirred vigorously with a saturated sodium bisulphite solution for three hours. The inorganic layer is washed with ethyl acetate and the combined organic extracts washed with brine, dried and evaporated to afford the 1-(4-benzyloxyphenyl)-2-nitro-1-butene, which is used without further purification.

Workup

  1. customThe starting material is prepared
  2. temperaturerefluxed for four hours
  3. customIt is evaporated
  4. dissolutionthe residue dissolved in diethyl ether containing some ethyl acetate
  5. washThe inorganic layer is washed with ethyl acetate
  6. washthe combined organic extracts washed with brine
  7. customdried
  8. customevaporated

Sources & evidence

ORD record
ord-debed48a7e5846fabc7a71e7f9cd4c1b
Source dataset
uspto-grants-1982_05
Patent number
US04329367

Reaction notes

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