N-bromobutanimide → HCID 68516498, compound

HRID 1877234Notes

Reaction equation

HRID 1877234 reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[CH:7]1[O:11][CH2:10][CH2:9][O:8]1.[Br:12]N1C(=O)CCC1=O>C(#N)C>[Br:12][C:4]1[S:3][C:2]([CH3:1])=[C:6]([CH:7]2[O:11][CH2:10][CH2:9][O:8]2)[CH:5]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 68512194HCID 68512194, compound

Product 1

HCID 68516498HCID 68516498, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 2-(2-methylthiophen-3-yl)-1,3-dioxolane (2.30 g) synthesized above in acetonitrile (25 mL) was added N-bromosuccinimide (2.65 g), and the mixture was stirred at room temperature for 7 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (5% ethyl acetate/hexane) to give the title compound (2.15 g, 64%) as a pale-yellow oil.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (5% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-fc8f9df0ecae4649895f46f5fb7274b1
Source dataset
uspto-grants-2012_11
Patent number
US08309580B2

Reaction notes

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