Isopropanol → HCID 58500188, compound

HRID 1500172Notes

Reaction equation

HRID 1500172 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[N+:10]([O-:12])=[O:11])=[CH:4][CH:3]=1.[CH:13](=[O:18])[CH2:14][CH:15]([CH3:17])[CH3:16].CC(O)C.CCCCCC>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C@H:8]([CH2:9][N+:10]([O-:12])=[O:11])[C@H:14]([CH:15]([CH3:17])[CH3:16])[CH:13]=[O:18])=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 8058HexaneHCID 115523-MethylbutanalHCID 688204trans-4-Bromo-beta-nitrostyrene

Product 1

HCID 58500188HCID 58500188, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared from (E)-1-bromo-4-(2-nitrovinyl)benzene and isovaleraldehyde according to general procedure. The enantiomeric excess was determined by HPLC with Chiralpak AD-H column at 254 nm (2-propanol:hexane=10:90), 1 mL/min, tmajor=7.6 min, tminor=7.2 min, the diastereomeric ratio was determined by 1H NMR. [α]D20=−30.2 (c=0.27, CHCl3);

Sources & evidence

ORD record
ord-d6c768030f85418fb76dd23fdd21848c
Source dataset
uspto-grants-2015_12
Patent number
US09206090B2

Reaction notes

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