Butanal → HCID 58500187, compound

HRID 1500162Notes

Reaction equation

HRID 1500162 reaction equation
[CH:1](=[O:5])[CH2:2][CH2:3]C.[N+:6](/[CH:9]=[CH:10]/[C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)([O-:8])=[O:7].CC(O)C.CCCCCC>C(Cl)(Cl)Cl>[CH3:3][C@@H:2]([C@H:10]([C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)[CH2:9][N+:6]([O-:8])=[O:7])[CH:1]=[O:5]

Participants

6

Reactant 4

HCID 261ButanalHCID 3776IsopropanolHCID 8058HexaneHCID 538167937630-26-5

Product 1

HCID 58500187HCID 58500187, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared from butyraldehyde and (E)-1-(2-nitrovinyl)naphthalene according to the general procedure. Both enantiomeric excess and diastereomeric ratio were determined by HPLC with an AD-H column at 220 nm (2-propanol:hexane=0.8:99.2), 1.0 mL/min; major enantiomer tmajor=43.3 min, minor enantiomer tminor=37.6 min. [α]D20=−21.1 (c=2.4, CHCl3).

Workup

  1. customtmajor=43.3 min, minor enantiomer

Sources & evidence

ORD record
ord-ea5446a1628649f4a858ee2ab1659ecd
Source dataset
uspto-grants-2015_12
Patent number
US09206090B2

Reaction notes

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