Benzylamine → HCID 14793450, compound

HRID 1461194Notes

Reaction equation

HRID 1461194 reaction equation
C([O:4][C:5]1[CH:22]=[CH:21][C:8]([C:9]([O:11][CH:12](C)[CH:13]([C:18]#[N:19])[CH2:14][CH2:15][CH2:16][CH3:17])=[O:10])=[CH:7][CH:6]=1)(=O)C.[CH2:23](N)C1C=CC=CC=1>CCOCC>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([C:9]([O:11][CH2:12][C:13]([C:18]#[N:19])([CH3:23])[CH2:14][CH2:15][CH2:16][CH3:17])=[O:10])=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 67827042HCID 67827042, compound

Product 1

HCID 14793450HCID 14793450, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

482 mg (1.6 mM) of 2-cyano-2-methylhexyl p-acetoxybenzoate obtained in Step 1) was dissolved in 1.5 ml of dry ether, and a solution of 188 mg (1.6 mM) of benzylamine in 1 ml of ether was added thereto, followed by 24 hours of stirring at room temperature. After the reactions and distilling-off of the solvent, the product was purified by thin layer chromatography (developer solvent: ethyl acetate/methylene chloride=1:5) to obtain 339 mg of 2-cyano-2-methylhexyl p-hydroxybenzoate (yield 73.7%).

Workup

  1. distillationAfter the reactions and distilling-off of the solvent, the product was purified by thin layer chromatography (developer solvent: ethyl acetate/methylene chloride=1:5)

Sources & evidence

ORD record
ord-ebae5e91d80147bca6c9183526bc62a7
Source dataset
uspto-grants-1991_12
Patent number
US05075031

Reaction notes

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