HCID 2666228, compound → 4-Chloro-N-[2-(3-methoxyphenyl)ethyl]aniline

HRID 2413498Notes

Reaction equation

HRID 2413498 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=O)[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=2)=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 2666228HCID 2666228, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 133619124-Chloro-N-[2-(3-methoxyphenyl)ethyl]aniline

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

22.1 g of N-(4-chlorophenyl)-3-methoxyphenylacetamide are reduced with lithium aluminum hydride in THF. After destroying the reagent with water, filtering, drying and evaporating in a rotary evaporator, the oily residue is taken up in diethyl ether, and the desired product is precipitated as the hydrochloride.

Workup

  1. customAfter destroying the reagent with water
  2. filtrationfiltering
  3. customdrying
  4. customevaporating in a rotary evaporator
  5. customthe desired product is precipitated as the hydrochloride

Sources & evidence

ORD record
ord-80ec3ea2398249ffbd754073e21528da
Source dataset
uspto-grants-1988_01
Patent number
US04717724

Reaction notes

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