Pentanal, 5,5-dimethoxy- → (E)-6-nitro-7-p-tolylhept-5-enal

HRID 1193018

Reaction equation

HRID 1193018 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N+:10]([O-:12])=[O:11])=[CH:4][CH:3]=1.C[O:14][CH:15](OC)[CH2:16][CH2:17][CH2:18][CH:19]=O>CCOC(C)=O.CCCCCC>[N+:10](/[C:9](/[CH2:8][C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=1)=[CH:19]/[CH2:18][CH2:17][CH2:16][CH:15]=[O:14])([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 170903Pentanal, 5,5-dimethoxy-HCID 112289881-Methyl-4-(2-nitroethyl)benzene

Product 1

HCID 58434561(E)-6-nitro-7-p-tolylhept-5-enalYield 35%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Prepared according to the general procedure B from 1-methyl-4-(2-nitroethyl)benzene 112f (24 mmol) and 5,5-dimethoxypentanal 131 (16 mmol) to provide the title compound as yellow oil (1.38 g, 35% yield) after silica gel chromatography (EtOAc/Hexane).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2d70649003f54a99891b9c95a32471c4
Source dataset
uspto-grants-2014_03
Patent number
US08680335B2

Linked notes

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