Methylamine → HCID 66707598, compound

HRID 656222Notes

Reaction equation

HRID 656222 reaction equation
[CH3:1][NH2:2].C[O:4][C:5](=O)[CH2:6][CH2:7][CH:8]1[CH2:13][CH2:12][CH:11]=[CH:10][CH2:9]1>CO>[CH:8]1([CH2:7][CH2:6][C:5]([NH:2][CH3:1])=[O:4])[CH2:13][CH2:12][CH:11]=[CH:10][CH2:9]1

Participants

4

Reactant 2

HCID 6329Methylamine2×HCID 12772855Methyl 3-(cyclohex-3-en-1-yl)propanoate

Product 1

HCID 66707598HCID 66707598, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl amine (8 M in EtOH, 75 ml, 600 mmol) was added to a mixture of 3-cyclohex-3-enyl-propionic acid methyl ester (German patent DE 4023848 A1 19920130) (20.0 g, 119 mmol) in 75 mL of methanol. The mixture was stirred at room temperature for one day. Additional Methyl amine (8 M in EtOH, 40 ml, 320 mmol) was added to the mixture and stirring continued for one more day. The mixture was concentrated and the residue was taken up in ethyl acetate, washed with 0.5 M aqueous HCl, dried and stripped of the solvent to give the title compound (19.50 g, 98% yield, uncorrected) as a pale orange solid.

Workup

  1. stirringstirring
  2. concentrationThe mixture was concentrated
  3. washwashed with 0.5 M aqueous HCl
  4. customdried

Sources & evidence

ORD record
ord-f8a95b11120a458fa867e3bbf86e5931
Source dataset
uspto-grants-2011_12
Patent number
US08071643B2

Reaction notes

Loading…