1,4-Dioxane hydrochloride → 2-[4-(2,5-Dichlorophenyl)-2-oxopyridin-1(2H)-yl]propanoic acid

HRID 56643Notes

Reaction equation

HRID 56643 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]([CH:15]([CH3:23])[C:16]([O:18]C(C)(C)C)=[O:17])[C:11](=[O:24])[CH:10]=1.Cl.O1CCOCC1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]([CH:15]([CH3:23])[C:16]([OH:18])=[O:17])[C:11](=[O:24])[CH:10]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 117622663Tert-butyl 2-(4-(2,5-dichlorophenyl)-2-oxopyridin-1(2h)-yl)propanoate

Product 1

HCID 1176225642-[4-(2,5-Dichlorophenyl)-2-oxopyridin-1(2H)-yl]propanoic acid

Procedure

A solution of 2.3 g (6.2 mmol) of tert-butyl 2-[4-(2,5-dichlorophenyl)-2-oxopyridin-1(2H)-yl]propanoate (racemate) in a 4-molar hydrochloric acid/dioxane solution was stirred at RT for 7 h and then concentrated under reduced pressure. The residue was coevaporated three times with dichloromethane and dried under reduced pressure. Yield: 2.0 g (99% of theory)

Workup

  1. concentrationconcentrated under reduced pressure
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-e3b780cba30e4756b99d9754dcd7bc92
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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