Phenethylamine → HCID 67214542, compound

HRID 2421648Notes

Reaction equation

HRID 2421648 reaction equation
[CH2:1]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9]([OH:11])=O)[CH2:2][CH:3]([CH3:5])[CH3:4].[CH2:15]([NH2:23])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:1]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9]([NH:23][CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:11])[CH2:2][CH:3]([CH3:4])[CH3:5]

Participants

3

Reactant 2

HCID 1001PhenethylamineHCID 21063832HCID 21063832, compound

Product 1

HCID 67214542HCID 67214542, compoundYield 74.5%

Procedure

Using preparation method 1, 96B (288 mg, 1.5 mmol) was reacted with phenethyl amine (276 μL, 266 mg, 2.2 mmol). Purification by flash chromatography on SiO2 using CH2Cl2/hexanes 50:50 then CH2Cl2 100% afforded white crystals (330 mg, 74%). NMR 1H (ppm, CDCl3): 7.52 (s, 1H), 7.44-7.41 (m, 1H), 7.34-7.22 (m, 7H), 6.09 (br. s, 1H), 3.74-3.67 (m, 2H), 2.92 (t, J3=6.9 Hz, 2H), 2.64-2.59 (m, 2H), 1.63-1.40 (m, 3H), 0.92 (d, J3=6.3 Hz, 6H).

Workup

  1. customPurification by flash chromatography on SiO2

Sources & evidence

ORD record
ord-5fde80c081cd4c308cfe1135e89682b5
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

Loading…