Benzaldehyde → (Benzylamino)acetaldehyde diethyl acetal

HRID 2274648Notes

Reaction equation

HRID 2274648 reaction equation
[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH2:5][NH2:6])[CH3:2].[CH:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:10]([NH:6][CH2:5][CH:4]([O:7][CH2:8][CH3:9])[O:3][CH2:1][CH3:2])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 240BenzaldehydeHCID 695242,2-Diethoxyethylamine

Product 1

HCID 521961(Benzylamino)acetaldehyde diethyl acetalYield 42.5%

Procedure

According to the procedure described in the synthesis method of Compound IX-2, 2,2-diethoxyethanamine (72.7 ml, 500 mmol) was reacted with benzaldehyde (50.7 ml, 500 mmol) and the obtained residue was purified by silica gel column chromatography (eluent: n-hexane:ethyl acetate=50:50 and 0:100) to obtain the title compound (47.5 g, 42%).

Workup

  1. customthe obtained residue was purified by silica gel column chromatography (eluent: n-hexane:ethyl acetate=50:50 and 0:100)

Sources & evidence

ORD record
ord-1434e663fe8a40239c5bbc3956837bd7
Source dataset
uspto-grants-2015_09
Patent number
US09126981B2

Reaction notes

Loading…