Benzaldehyde → 1-methoxy-4-(2-nitroethyl)benzene

HRID 1637698Notes

Reaction equation

HRID 1637698 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][N+:11]([O-:13])=[O:12])=[CH:5][CH:4]=1.C(=O)C1C=CC=CC=1.NC1C=CC=CC=1N>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][N+:11]([O-:13])=[O:12])=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 7243O-PhenylenediamineHCID 2298434-Methoxy-beta-nitrostyrene

Product 1

HCID 4878921-methoxy-4-(2-nitroethyl)benzeneYield 93%

Procedure

227 A) 4-Methoxy-b-nitrostyrene (25.0 g, 0.15 mole) was reacted with benzaldehyde (19.1 g, 0.18 mole) and 1,2-diaminobenzene (19.8 g, 0.18 mole) according to the procedure of Chikashita et. al. (Synth. Commun. 1985, 15 (6), 527) to yield methoxy-4-(2-nitroethyl)benzene (25.0 g, 93%) as a yellow oil.

Sources & evidence

ORD record
ord-386ed8b34f9441278cc9fbd1318e43d5
Source dataset
uspto-grants-2000_03
Patent number
US06043261

Reaction notes

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