Methylamine → HCID 13137240, compound

HRID 978612Notes

Reaction equation

HRID 978612 reaction equation
[CH2:1]([CH:4]1[C:8](O)([CH3:9])[CH:7]=[CH:6][C:5]1=[O:11])[CH:2]=[CH2:3].[CH3:12][NH2:13]>O>[CH2:1]([C:4]1[C:5](=[O:11])[CH2:6][CH:7]([NH:13][CH3:12])[C:8]=1[CH3:9])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 6329Methylamine2×HCID 128798724-Hydroxy-4-methyl-5-(prop-2-en-1-yl)cyclopent-2-en-1-one

Product 1

HCID 13137240HCID 13137240, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Allyl-3-hydroxy-3-methyl-4-cyclopentenone (15.2 g) was dropwise added to a 40% aqueous solution of monomethylamine (60 g) in the same flask as used in Example 1 at a temperature of 10° to 20° C. for 1 hour. At the same temperature, the reaction mixture was kept for 1 hour. After completion of the reaction, monomethylamine and water were evaporated off under reduced pressure. The residue was extracted with dichloromethane, and the solvent was evaporated off from the organic layer to obtain 2-allyl-3-methyl-4-methylamino-2-cyclopentenone (15.9 g). Yield, 96%. nD23 1.5090.

Workup

  1. waitAt the same temperature, the reaction mixture was kept for 1 hour
  2. customwere evaporated off under reduced pressure
  3. extractionThe residue was extracted with dichloromethane
  4. customthe solvent was evaporated off from the organic layer

Sources & evidence

ORD record
ord-3aba264b3700429bbfaccbe2efa969c1
Source dataset
uspto-grants-1987_05
Patent number
US04665174

Reaction notes

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