Hydrochloric Acid → HCID 18472468, compound

HRID 566030Notes

Reaction equation

HRID 566030 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10](/[CH:14]=[CH:15]/[C:16]([O:18]C)=[O:17])[CH:11]=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[OH-].[Na+].Cl>O1CCCC1>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10](/[CH:14]=[CH:15]/[C:16]([OH:18])=[O:17])[CH:11]=[N:12][CH:13]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86756173HCID 86756173, compound

Product 1

HCID 18472468HCID 18472468, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl (E)-3-[5-(4-methylphenyl)pyridin-3-yl]acrylate (2.25 g) in tetrahydrofuran (20 ml) was added 1N sodium hydroxide (11 ml) at room temperature, and the mixture was stirred for 5 days. To the reaction mixture was added 1N hydrochloric acid (12 ml), and the mixture was concentrated under reduced pressure to precipitate crystals, which were collected by filtration and washed with water and diethylether to give (E)-3-[5-(4-methylphenyl)pyridin-3-yl]acrylic acid (1.92 g) as colorless crystals.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customto precipitate crystals, which
  3. filtrationwere collected by filtration
  4. washwashed with water and diethylether

Sources & evidence

ORD record
ord-fed79aefffee4239b56c4d5ffd229895
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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