HCID 13101302, compound → HCID 13101301, compound

HRID 2295970Notes

Reaction equation

HRID 2295970 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N+:17]([O-])=O)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH2:10][C:11]1([CH3:16])[CH2:13][C:12]1([Cl:15])[Cl:14]>C1(CCO)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH2:10][C:11]1([CH3:16])[CH2:13][C:12]1([Cl:14])[Cl:15])[NH2:17]

Participants

3

Reactant 1

HCID 13101302HCID 13101302, compound

Product 1

HCID 13101301HCID 13101301, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 60542-PhenylethanolSolvent

Procedure

A suspension of 12 g of 3-chloro-4-[2-(1-methyl-2,2-dichlorocyclopropyl)ethoxy]nitrobenzene and 0.1 g of platimum dioxide in benzene-ethanol (1:1) was subjected to catalytic reduction under room temperature and atmospheric pressure, whereby 2.5 liters of hydrogen were absorbed. The resulting mixture was filtered, and the solvent was removed under reduced pressure. The residue was recrystallized from ethanol to give 10 g of 3-chloro-4-[2-(1-methyl-2,2-dichlorocyclopropyl)ethoxy]aniline.

Workup

  1. customwas subjected to catalytic reduction under room temperature
  2. customatmospheric pressure, whereby 2.5 liters of hydrogen were absorbed
  3. filtrationThe resulting mixture was filtered
  4. customthe solvent was removed under reduced pressure
  5. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-35a132d052cc44ebac8866f6e7ef5592
Source dataset
uspto-grants-1984_01
Patent number
US04427596

Reaction notes

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