Chloroform → HCID 18407192, compound

HRID 2271192Notes

Reaction equation

HRID 2271192 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([O:7][C:8]2[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[CH3:15][O:16][C:17]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:18]=1[CH:19]=O.C(Cl)(Cl)Cl>CO.[Pt]=O>[CH3:15][O:16][C:17]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:18]=1[CH2:19][NH:14][C:13]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:7][C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

Participants

6

Reactant 3

HCID 6212ChloroformHCID 691752,4-DimethoxybenzaldehydeHCID 75899Benzenamine, 2-phenoxy-

Product 1

HCID 18407192HCID 18407192, compoundYield 75.5%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

In 60 ml of methanol were dissolved 3.70 g of 2-aminodiphenyl ether and 3.70 g of 2,4-dimethoxybenzaldehyde, and then 70 mg of platinum oxide was added, followed by stirring at room temperature under a hydrogen stream overnight. To the reaction mixture was added 30 ml of chloroform for dissolving the precipitate, and the catalyst was separated by filtration. The filtrate was concentrated under reduced pressure, and the residue was recrystallized from methanol to give 5.06 g of N-(2,4-dimethoxybenzyl)-2-phenoxyaniline.

Workup

  1. dissolutionfor dissolving the precipitate
  2. customthe catalyst was separated by filtration
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-66ad7f44f2c042449b9ae196dac59eae
Source dataset
uspto-grants-2001_12
Patent number
US06333358B1

Reaction notes

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