Isopropanol → HCID 25169813, compound

HRID 1500165Notes

Reaction equation

HRID 1500165 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:17])[CH:14]([CH3:16])[CH3:15].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:14]([CH3:16])([CH3:15])[CH:13]=[O:17])=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 6561IsobutyraldehydeHCID 8058HexaneHCID 688204trans-4-Bromo-beta-nitrostyrene

Product 1

HCID 25169813HCID 25169813, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared from trans-1-bromo-4-(2-nitrovinyl)benzene and isobutyraldehyde according to general procedure. The enantiomeric excess was determined by HPLC with Chiralpak AD-H column at 210 nm (2-propanol:hexane=10:90), 1 mL/min; tmajor=11.5 min, tminor=9.3 min, [α]D20=−2.4 (c=2.9, CHCl3);

Workup

  1. customtmajor=11.5 min

Sources & evidence

ORD record
ord-41a9d03e68a34eb0a303d00891d0b892
Source dataset
uspto-grants-2015_12
Patent number
US09206090B2

Reaction notes

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