Formic Acid → HCID 23043602, compound

HRID 2165094Notes

Reaction equation

HRID 2165094 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH:20](O)=[O:21]>C1(C)C=CC=CC=1>[CH:20]([NH:19][C:16]1[CH:15]=[CH:14][C:13]([CH2:12][CH2:11][C:5]2[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)=[CH:18][CH:17]=1)=[O:21]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 142560244-(3,4-Dimethoxyphenethyl)aniline

Product 1

HCID 23043602HCID 23043602, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The 4-[2-(3,4-dimethoxyphenyl)ethyl]benzenamine (9.9 g, 38.9 mmole) is dissolved in toluene (125 ml) containing formic acid (5.0 g, 108 mole) and refluxed for one hour. The reaction mixture is cooled to room temperature and evaporated to dryness. Recrystallization of the residue from toluene affords 11.0 g (82%) of N-formyl-4-[2-(3,4-dimethoxyphenyl)ethyl]benzenamine, mp 128°-130° C.

Workup

  1. temperaturerefluxed for one hour
  2. customevaporated to dryness
  3. customRecrystallization of the residue from toluene

Sources & evidence

ORD record
ord-ebbbf7dd02954680b01bbadaeb4a5e81
Source dataset
uspto-grants-1990_07
Patent number
US04939133

Reaction notes

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