Hydrochloric Acid → HCID 68507470, compound

HRID 1714834Notes

Reaction equation

HRID 1714834 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[OH:13])[O:9][C:8]([C:14]([O:16]C)=[O:15])=[C:7]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)[C:6]2=[O:26])[CH3:2].[OH-].[Na+].Cl>CC(C)=O>[CH2:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[OH:13])[O:9][C:8]([C:14]([OH:16])=[O:15])=[C:7]([C:18]1[CH:19]=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=1)[C:6]2=[O:26])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68510319HCID 68510319, compound

Product 1

HCID 68507470HCID 68507470, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Methyl 6-ethyl-7-hydroxy-3-(4-methoxyphenyl)-4-oxo-chromene-2-carboxylate (13.6 g, 41.73 mmol) was dissolved in acetone (200 ml). Then a 2N aqueous solution of Sodium hydroxide (62.59 ml, 125.19 mmol) was added at room temperature. The resulting mixture was stirred at room temperature over night. After the reaction was complete the mixture was acidified under cooling with concentrated hydrochloric acid to pH 2.5. A solid precipitated from the solution. The solid was filtered off, washed with water and diethyl ether and dried at 40° C. under vacuum to yield the title product as an off white solid (11.2 g quantitative). The material was used directly without further purification in the next step. Mass Spectrum: (M+H+) 341.25, (M+H−) 339.19.

Workup

  1. customA solid precipitated from the solution
  2. filtrationThe solid was filtered off
  3. washwashed with water and diethyl ether
  4. customdried at 40° C. under vacuum

Sources & evidence

ORD record
ord-7158939e5d954bda85e2fc5fdd072525
Source dataset
uspto-grants-2010_09
Patent number
US07799781B2

Reaction notes

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