Propylamine → 4-Phenethyl-N-propyl-benzamide

HRID 2421635Notes

Reaction equation

HRID 2421635 reaction equation
[CH2:1]([C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[CH:11][CH:10]=1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:18]([NH2:21])[CH2:19][CH3:20]>>[CH2:1]([C:9]1[CH:10]=[CH:11][C:12]([C:13]([NH:21][CH2:18][CH2:19][CH3:20])=[O:15])=[CH:16][CH:17]=1)[CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 7852PropylamineHCID 104894314-(2-Phenylethyl)benzoic acid

Product 1

HCID 672142994-Phenethyl-N-propyl-benzamide

Procedure

Using preparation method 1, 76C (226 mg, 1 mmol) was reacted with n-propylamine (90 μL, 65 mg, 1.1 mmol). No purification was necessary. White crystals were obtained (103 mg, 39%). NMR 1H (ppm, CDCl3): 7.65 (d, J3=8.1 Hz, 2H), 7.28-7.12 (m, 7H), 6.05 (br. s, 1H), 3.44-3.38 (m, 2H), 3.01-2.92 (m, 4H), 1.63 (sext., J3=7.3 Hz, 2H), 0.98 (t, J3=7.4 Hz, 3H).

Workup

  1. customNo purification
  2. customWhite crystals were obtained (103 mg, 39%)

Sources & evidence

ORD record
ord-afa9f944d23a429c9dfefbefee7ef819
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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