Propylamine → 3-Phenethyl-N-propyl-benzamide

HRID 2421632Notes

Reaction equation

HRID 2421632 reaction equation
[CH2:1]([C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([OH:14])=O)[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]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([NH:21][CH2:18][CH2:19][CH3:20])=[O:14])[CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 7852PropylamineHCID 3084663-(2-Phenylethyl)benzoic acid

Product 1

HCID 672145403-Phenethyl-N-propyl-benzamide

Procedure

Using preparation method 1, 75C (226 mg, 1 mmol) was reacted with n-propylamine (90 μL, 65 mg, 1.1 mmol). No purification was necessary. White crystals were obtained (107 mg, 40%). NMR 1H (ppm, CDCl3): 7.96-7.89 (m, 2H), 7.56-7.12 (m, 7H), 6.03 (br. s, 1H), 3.42-3.38 (m, 2H), 3.04-2.87 (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 (107 mg, 40%)

Sources & evidence

ORD record
ord-108cf87e1b554b10bca628e7b96b212b
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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