Isopropanol → HCID 11241820, compound

HRID 1500163Notes

Reaction equation

HRID 1500163 reaction equation
[CH:1](=[O:6])[CH2:2][CH:3]([CH3:5])[CH3:4].[N+:7](/[CH:10]=[CH:11]/[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([O-:9])=[O:8].CC(O)C.CCCCCC>C(Cl)(Cl)Cl>[CH:3]([C@@H:2]([C@H:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:10][N+:7]([O-:9])=[O:8])[CH:1]=[O:6])([CH3:5])[CH3:4]

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 8058HexaneHCID 115523-MethylbutanalHCID 5284459beta-nitrostyrene, (E)-

Product 1

HCID 11241820HCID 11241820, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared from isovaleraldehyde and (E)-(2-nitrovinyl)benzene according to the general procedure. The enantiomeric excess was determined by HPLC with an AD-H column at 210 nm (2-propanol:hexane=1:99), 1.0 mL/min; major enantiomer tmajor=21.8 min, minor enantiomer tminor=17.9 min, the diastereomeric ratio was determined by 1H NMR. [α]D20=−6.5 (c=2.3, CHCl3).

Workup

  1. customtmajor=21.8 min, minor enantiomer
  2. customtminor=17.9 min

Sources & evidence

ORD record
ord-2d7dc970fbf14b2aba7ae97dfbc6e246
Source dataset
uspto-grants-2015_12
Patent number
US09206090B2

Reaction notes

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