Formic Acid → N-[2-(3-Methoxyphenyl)ethyl]formamide

HRID 2414242Notes

Reaction equation

HRID 2414242 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][NH2:11])[CH:6]=[CH:7][CH:8]=1.O.[CH:13](O)=[O:14]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][NH:11][CH:13]=[O:14])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 284Formic AcidHCID 962WaterHCID 748663-Methoxyphenethylamine

Product 1

HCID 13562936N-[2-(3-Methoxyphenyl)ethyl]formamideYield 73%

Procedure

A solution of 2-(3-methoxy-phenyl)-ethylamine (50.0 g, 0.33 mol) in formic acid (60 mL) was refluxed overnight. Water (250 mL) was added and the emulsion extracted with ethyl acetate (2×150 mL). The organic layer was separated, dried (Na2SO4) and concentrated to give N-[2-(3-methoxy-phenyl)-ethyl]-formamide (43.1 g, 73%). MS: 180.1 (M+1+).

Workup

  1. extractionthe emulsion extracted with ethyl acetate (2×150 mL)
  2. customThe organic layer was separated
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-476a4d289ee3450f97da8411475f63db
Source dataset
uspto-grants-2004_11
Patent number
US06812228B2

Reaction notes

Loading…