Formic Acid → HCID 23458905, compound

HRID 1680047Notes

Reaction equation

HRID 1680047 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH3:2].[CH:21](O)=O.C=O>O>[CH2:1]([O:3][C:4]([C:5]1[CH:6]=[CH:7][C:8]([N:11]([CH3:21])[CH2:12][C:13]2[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=2)=[CH:9][CH:10]=1)=[O:20])[CH3:2]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 712FormaldehydeHCID 773384Benzoic acid, 4-[[(4-chlorophenyl)methyl]amino]-, ethyl ester

Product 1

HCID 23458905HCID 23458905, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

To ethyl-4-(4-chlorobenzylamino)-benzoate (5.8 g; 0.02 mole) was added 80% formic acid (30 ml) and 40% formaldehyde solution (10 ml) and the mixture was heated at 100° C. for 6 hours. The reaction mixture was cooled to room temperature, water (60 ml) added and the product filtered, dried under vacuum at 60° C. and was crystallised from ethanol to give N-(4-ethoxycarbonylphenyl)-N-(4-chlorobenzyl)-methylamine (4.86 g; 80%). M.p. 106°-7° C.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationthe product filtered
  3. customdried under vacuum at 60° C.
  4. customwas crystallised from ethanol

Sources & evidence

ORD record
ord-653756adbd76431096380154a3a13c51
Source dataset
uspto-grants-1981_06
Patent number
US04271188

Reaction notes

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