Methyl Acrylate → HCID 66976061, compound

HRID 1022564Notes

Reaction equation

HRID 1022564 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[F:10].[C:11]([O:15][CH3:16])(=[O:14])[CH:12]=[CH2:13].N12CCN(CC1)CC2>C(#N)C>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]([OH:7])[C:12](=[CH2:13])[C:11]([O:15][CH3:16])=[O:14])=[CH:4][C:3]=1[F:10]

Participants

5

Reactant 3

HCID 7294Methyl AcrylateHCID 9237DabcoHCID 27249854-Chloro-3-Fluorobenzaldehyde

Product 1

HCID 66976061HCID 66976061, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 4-chloro-3-fluorobenzaldehyde (50.0 g) and methyl acrylate (42.6 mL) in acetonitrile (158 mL) was added 1,4-diazabicyclo[2.2.2]octane (10.6 g), and the mixture was stirred at room temperature for 3 days. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (hexane/ethyl acetate) to give the title compound (69.1 g).

Workup

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

Sources & evidence

ORD record
ord-2b99b734e4564e368ec598e6a8e0f173
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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