Water → 1-p-Ethoxyphenyl-1-p-ethylphenyl-2-nitro-n-hexane

HRID 328600

Reaction equation

HRID 328600 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9](O)[CH:10]([N+:15]([O-:17])=[O:16])[CH2:11][CH2:12][CH2:13][CH3:14])=[CH:5][CH:4]=1)[CH3:2].[CH2:19]([O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH3:20].S(=O)(=O)(O)O.O>C(Cl)Cl>[CH2:19]([O:21][C:22]1[CH:27]=[CH:26][C:25]([CH:9]([C:6]2[CH:7]=[CH:8][C:3]([CH2:1][CH3:2])=[CH:4][CH:5]=2)[CH:10]([N+:15]([O-:17])=[O:16])[CH2:11][CH2:12][CH2:13][CH3:14])=[CH:24][CH:23]=1)[CH3:20]

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 7674PhenetoleHCID 214435651-p-Ethylphenyl-2-nitro-1-hexanol

Product 1

HCID 214435611-p-Ethoxyphenyl-1-p-ethylphenyl-2-nitro-n-hexane

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

25.1 g of 1-p-ethylphenyl-2-nitro-1-hexanol and 14.6 g of ethoxybenzene are dissolved in 80 ml of methylene chloride, and the solution is added dropwise at 0° C, with vigorous stirring, to 90 g of conc. sulphuric acid and 10 ml of water. After 2 hours' stirring at room temperature, the mixture is poured on to 400 ml of ice water. The product is taken up in methylene chloride and washed with saturated sodium bicarbonate solution. After the solvent has been removed by evaporation, the oil remaining behind is dried in high vacuum at 60° C for 2 hours. There is obtained the compound of the formula ##STR7## as viscous, dark yellow oil having a refractive index of nD22 = 1.5452.

Workup

  1. washwashed with saturated sodium bicarbonate solution
  2. customAfter the solvent has been removed by evaporation
  3. customthe oil remaining behind is dried in high vacuum at 60° C for 2 hours
  4. customThere is obtained the compound of the formula ##STR7## as viscous, dark yellow oil

Sources & evidence

ORD record
ord-7b06222b4bb64113b1dac437e09fdfa4
Source dataset
uspto-grants-1977_04
Patent number
US04017640

Linked notes

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