Phenethylamine → HCID 67213511, compound

HRID 2421644Notes

Reaction equation

HRID 2421644 reaction equation
[CH2:1]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=O)[CH:2]([CH3:4])[CH3:3].[CH2:14]([NH2:22])[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:1]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([NH:22][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:10])[CH:2]([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 1001PhenethylamineHCID 235881903-Isobutyl-benzoic acid

Product 1

HCID 67213511HCID 67213511, compound

Procedure

Using preparation method 1, 94B (131 mg, 0.74 mmol) was reacted with phenethylamine (138 μL, 133 mg, 1.1 mmol). Purification by flash chromatography on SiO2 using CH2Cl2/hexanes 50:50 then CH2Cl2 100% afforded white crystals were obtained (177 mg, 86%). NMR 1H (ppm, CDCl3): 7.50 (s, 1H), 7.47 (dt, J3=7.0 Hz, J4=1.8 Hz, 1H), 7.33-7.21 (m, 7H), 6.28 (br. s, 1H), 3.72-3.66 (m, 2H), 2.92 (t, J3=7.0 Hz, 2H), 2.48 (d, J3=7.2 Hz, 2H), 1.90-1.81 (m, 1H), 0.88 (d, J3=6.6 Hz, 6H).

Workup

  1. customPurification by flash chromatography on SiO2
  2. customCH2Cl2 100% afforded white crystals
  3. customwere obtained (177 mg, 86%)

Sources & evidence

ORD record
ord-3dfe9c3f913146d3af46d2feeba2de62
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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