Ethyl formate → HCID 86604796, compound

HRID 856085Notes

Reaction equation

HRID 856085 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:12]=[CH:11][C:6]([O:7][CH2:8][CH2:9][NH2:10])=[CH:5][CH:4]=1.[CH:15](OCC)=[O:16]>>[F:1][C:2]([F:13])([F:14])[C:3]1[CH:12]=[CH:11][C:6]([O:7][CH2:8][CH2:9][NH:10][CH:15]=[O:16])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 17174834HCID 17174834, compound

Product 1

HCID 86604796HCID 86604796, compoundYield 97%

Procedure

A mixture of 2-(4-trifluoromethylphenoxy)ethylamine (1.38 g, 6.72 mmol) prepared in Reference Example 159 and ethyl formate (10 ml) was heated under reflux for 5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (methylene chloride/methanol=100/1) to afford N-[2-(4-trifluoromethylphenoxy)ethyl]formamide (1.51 g, yield 97%) as a white powder.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (methylene chloride/methanol=100/1)

Sources & evidence

ORD record
ord-d44576887b274e2d918bc495561aadbc
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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