Hydrochloric Acid → HCID 57603088, compound

HRID 1187247Notes

Reaction equation

HRID 1187247 reaction equation
[OH-].[Na+].[O:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([O-:16])=[O:15])[CH:12]=2)[O:7][CH:6]=[CH:5]1.O.Cl>CO>[O:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([OH:16])=[O:15])[CH:12]=2)[O:7][CH:6]=[CH:5]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 86688023HCID 86688023, compound

Product 1

HCID 57603088HCID 57603088, compoundYield 166.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

NaOH (3.56 mL, 7.11 mmol) was added to a stirred suspension of methyl 8-(1-hydroxyethyl)-2-(R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxylate (988 mg, 2.84 mmol) in MeOH (10 mL)/water (10 mL). The resulting mixture was stirred at RT for 1 hour then acidified to pH 2-3 with a 2N aq. HCl (7.68 mL, 7.68 mmol). The resulting precipitate was collected by filtration, washed with diethyl ether and dried to afford 8-(1-hydroxyethyl)-2-(R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxylic acid (900 mg, 95%) as a grey solid, which was used without further purification. Mass Spectrum: M+H+ 334.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-aef9b38f9a6648fb8bdaf7c58da761f3
Source dataset
uspto-grants-2014_03
Patent number
US08673906B2

Reaction notes

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