Propylamine → 4-bromo-N-propylbenzamide

HRID 2421594Notes

Reaction equation

HRID 2421594 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.[CH2:11]([NH2:14])[CH2:12][CH3:13]>>[CH2:11]([NH:14][C:6](=[O:8])[C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:10][CH:9]=1)[CH2:12][CH3:13]

Participants

3

Reactant 2

HCID 7852PropylamineHCID 114644-Bromobenzoic acid

Product 1

HCID 31133444-bromo-N-propylbenzamideYield 67%

Procedure

Using Preparation Method 1, 4-bromobenzoic acid was reacted with n-propylamine. The resulting reaction mixture was purified using SiO2 With 100% CH2Cl2 to give a white solid (67%). NMR1H (ppm, CDCl3): 7.61 (d, J3=8.60 Hz, 2H), 7.54 (d, J3=8.57 Hz, 2H), 6.06 (br. s., 1H), 3.43-3.37 (m, 2H), 1.62 (sext., J3=7.25 Hz, 2H), 0.97 (t, J3=7.39 Hz, 3H).

Workup

  1. customThe resulting reaction mixture
  2. customwas purified

Sources & evidence

ORD record
ord-4aa78158c99f47af933ad1f3aa904e89
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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