Butanal → HCID 12026491, compound

HRID 1500161Notes

Reaction equation

HRID 1500161 reaction equation
[CH:1](=[O:5])[CH2:2][CH2:3][CH3:4].[N+:6](/[CH:9]=[CH:10]/[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([O-:8])=[O:7].CC(O)C.CCCCCC>C(Cl)(Cl)Cl>[CH2:3]([C@@H:2]([C@H:10]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:9][N+:6]([O-:8])=[O:7])[CH:1]=[O:5])[CH3:4]

Participants

6

Reactant 4

HCID 261ButanalHCID 3776IsopropanolHCID 8058HexaneHCID 5284459beta-nitrostyrene, (E)-

Product 1

HCID 12026491HCID 12026491, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared from butyraldehyde and (E)-(2-nitrovinyl)-benzene according to the general procedure. The enantiomeric ratio was determined by HPLC with an OD-H column at 220 nm (2-propanol:hexane=5:95), 1.0 mL/min; major enantiomer tmajor=40.61 min, minor enantiomer tminor=51.74 min. The diastereomeric excess was determined by 1H NMR. [α]D20=−99.5 (c=1.1, CHCl3).

Workup

  1. customtmajor=40.61 min, minor enantiomer
  2. customtminor=51.74 min

Sources & evidence

ORD record
ord-a9147138f4b746d782ec059b47a778fa
Source dataset
uspto-grants-2015_12
Patent number
US09206090B2

Reaction notes

Loading…