Ethanolamine → HCID 14666850, compound

HRID 558183Notes

Reaction equation

HRID 558183 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5](F)=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[NH2:12][CH2:13][CH2:14][OH:15]>C(O)CCC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:12][CH2:13][CH2:14][OH:15])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 27363284-Bromo-1-fluoro-2-nitrobenzene

Product 1

HCID 14666850HCID 14666850, compoundYield 101%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 4-bromo-1-fluoro-2-nitrobenzene (I-9, Aldrich, Wis.; 25 g, 0.11 mol) and 2-aminoethanol (13.9 g, 0.23 mol, 2.0 eq.) in n-butanol (300 mL) was heated under reflux for 1 hour. The reaction mixture was concentrated and the residue was dispersed in petrol ether (600 mL) and stirred overnight. The solids were iltered to give I-10 as a yellow powder (29 g, 98%). MS (ESI): m/z 262 (M+H+).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. concentrationThe reaction mixture was concentrated
  4. additionthe residue was dispersed in petrol ether (600 mL)

Sources & evidence

ORD record
ord-4f64bd6b47db4def8946307c0e8ba017
Source dataset
uspto-grants-2011_11
Patent number
US08063032B2

Reaction notes

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