Hydrochloric Acid → HCID 19105283, compound

HRID 1197892Notes

Reaction equation

HRID 1197892 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9](=[O:11])[C:8]([C:12]([O:14]CC)=[O:13])=[C:7]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=3)[C:6]=2[CH:27]=1.O1CCOCC1.[OH-].[Na+].Cl>O.C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9](=[O:11])[C:8]([C:12]([OH:14])=[O:13])=[C:7]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=3)[C:6]=2[CH:27]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 19105287HCID 19105287, compound

Product 1

HCID 19105283HCID 19105283, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of ethyl 6-chloro-4-(3,4-dimethoxyphenyl)-2-oxo-2H-1-benzopyran-3-carboxylate (1.0 g), dioxane (5 ml), ethanol (5 ml) and 2N-NaOH (12 ml) was refluxed for 1.5 hours, and then, adjusted to pH 2 by adding 2N-HCl. The mixture was stirred for 30 minutes at room temperature, to which water was added to obtain 6-chloro-4-(3,4-dimethoxyphenyl)-2-oxo-2H-1-benzopyran-3-carboxylic acid as crystals. Recrystallization from acetone gave colorless prisms (0.54 g, 58.1%).

Workup

  1. temperaturewas refluxed for 1.5 hours
  2. additionwas added

Sources & evidence

ORD record
ord-ab503d607ce84d48bce139c5a49d29aa
Source dataset
uspto-grants-1994_01
Patent number
US05278186

Reaction notes

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