Propanal → HCID 11171783, compound

HRID 1500157Notes

Reaction equation

HRID 1500157 reaction equation
[CH:1](=[O:4])[CH2:2][CH3:3].[N+:5](/[CH:8]=[CH:9]/[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([O-:7])=[O:6].CC(O)C.CCCCCC>C(Cl)(Cl)Cl>[CH3:3][C@@H:2]([C@H:9]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:8][N+:5]([O-:7])=[O:6])[CH:1]=[O:4]

Participants

6

Reactant 4

HCID 527PropanalHCID 3776IsopropanolHCID 8058HexaneHCID 5284459beta-nitrostyrene, (E)-

Product 1

HCID 11171783HCID 11171783, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared from propionaldehyde and (E)-(2-nitrovinyl)benzene according to the general procedure. Both enantiomeric excess and diastereomeric ratio were determined by HPLC withan OD-H column at 210 nm (2-propanol:hexane=10:90), 1.0 mL/min; major enantiomer tmajor=22.06 min, minor enantiomer tminor=30.05 min. [α]D20=−28.8 (c=2.2, CHCl3).

Workup

  1. customtmajor=22.06 min, minor enantiomer

Sources & evidence

ORD record
ord-0a21c01e18e342a7916880c61701d743
Source dataset
uspto-grants-2015_12
Patent number
US09206090B2

Reaction notes

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