p-Toluenesulfonic acid → HCID 22036684, compound

HRID 229790Notes

Reaction equation

HRID 229790 reaction equation
[CH3:1][C:2](=O)[CH2:3][CH2:4][CH:5]=[CH2:6].[CH2:8]([NH2:11])[CH:9]=[CH2:10].[C:12]1(C)[CH:17]=[CH:16][C:15](S(O)(=O)=O)=[CH:14][CH:13]=1>C(Cl)Cl>[CH2:8]([NH:11][CH:2]([CH3:1])[CH2:3][CH2:4][CH:5]=[CH2:6])[CH:9]=[CH2:10].[CH2:8]([N:11]=[C:16]([CH3:15])[CH2:17][CH2:12][CH:13]=[CH2:14])[CH:9]=[CH2:10]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 7853AllylamineHCID 79895-Hexene-2-one

Product 1

HCID 22036684HCID 22036684, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Hex-5-en-2-one (9.8 g, 11.6 ml, 100 mmol) was added to a stirred solution of allylamine (8.55 mmol, 11.25 ml, 150 mmol), 4 Angstrom molecular sieves (52 g), and p-toluene sulfonic acid (10 mg) in CH2Cl2 (200 ml) and was stirred overnight. The reaction mixture was concentrated in vacuo by rotary evaporation and was used in the next reaction without further purification (13 g, 95%). Electrospray mass spec: M+H+=137.9

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo by rotary evaporation
  2. customwas used in the next reaction without further purification (13 g, 95%)

Sources & evidence

ORD record
ord-0849a3b1ed544e909d3f11f35a3bce59
Source dataset
uspto-grants-2009_07
Patent number
US07563784B2

Reaction notes

Loading…