Methylamine → HCID 69050172, compound

HRID 1635106Notes

Reaction equation

HRID 1635106 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH:6]=O.[CH3:15][NH2:16]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH:6]=[CH:15][NH2:16]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 68583,4,5-Trimethoxybenzaldehyde

Product 1

HCID 69050172HCID 69050172, compoundYield 95%

Procedure

3,4,5-Trimethoxybenzaldehyde (7.81-40.0 mmol) and a 40% aqueous solution of methylamine (20 mL) were stirred at room temperature for 2.5 h. The mixture was extracted with ether (4×75 mL), the ether layers were combined, and the solution washed with saturated aqueous sodium chloride (75 mL), dried (MgSO4), and concentrated under reduced pressure to give a colorless oil (7.94 g, 95%): IR (neat) 2940, 2840, 1646, 1576, 1500, 1453, 1407, 1369, 1323, 1230, 1115, 1013 cm−1; 1H NMR (CDCl3, 300 MHz) δ8.18 (d, 1H, J=1.3 Hz), 6.95 (s, 2H), 3.89 (s, 6H), 3.87 (s, 3H), 3.50 (d, 3H, J=1.3 Hz); CIMS m/z (relative intensity) 210 (MH+, 100). Anal. Calcd for C11H15NO3: C, H, N.

Workup

  1. extractionThe mixture was extracted with ether (4×75 mL)
  2. washthe solution washed with saturated aqueous sodium chloride (75 mL)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6d7905bd9b5847be98c9e35e5d3291f8
Source dataset
uspto-grants-2003_01
Patent number
US06509344B1

Reaction notes

Loading…