Methylamine → HCID 178449002, compound

HRID 483662Notes

Reaction equation

HRID 483662 reaction equation
[OH:1][C:2]1[C:3](=[O:13])[C:4]2[C:9]([C:10](=[O:12])[CH:11]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.[CH3:14][NH2:15]>C(O)C>[CH3:14][NH:15][CH:3]([C:11]1[C:10](=[O:12])[C:9]2[C:4]([C:3](=[O:13])[C:2]=1[OH:1])=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:2][CH2:11][CH3:10]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 178516607HCID 178516607, compound

Product 1

HCID 178449002HCID 178449002, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.50 g (20.1 mmol) of 2-hydroxy-1,4-naphthoquinone (lawson) was added to 50 ml of ethanol, and 1.60 g (20.6 mmol) of an aqueous monomethylamine solution (40% by weight) was further added thereto to obtain uniform solution of the amine salt. Then, 1.90 g (26.4 mmol) of butylaldehyde was added thereto, and the mixture was reacted at 25° C. for 1.5 hours. In about 20 minutes, crystals started to precipitate. After completion of the reaction, precipitated crystals were collected by filtration and washed with methanol to obtain 4.43 g (17.1 mmol) of crude crystals of the desired product. The yield was 85.1 mol %.

Workup

  1. additionwas further added

Sources & evidence

ORD record
ord-45d813ade4b3463594ccdabab2831601
Source dataset
uspto-grants-1993_07
Patent number
US05225578

Reaction notes

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