Hydrochloric Acid → HCID 58368420, compound

HRID 1192564Notes

Reaction equation

HRID 1192564 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9]([C:20]([O:22]C)=[O:21])=[CH:10][C:11]([CH:18]=[CH2:19])=[C:12]3[C:17]=2[N:16]=[CH:15][CH:14]=[CH:13]3)[CH:5]=[CH:6][CH:7]=1.[OH-].[Na+].O.Cl>CO>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9]([C:20]([OH:22])=[O:21])=[CH:10][C:11]([CH:18]=[CH2:19])=[C:12]3[C:17]=2[N:16]=[CH:15][CH:14]=[CH:13]3)[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 58368515HCID 58368515, compound

Product 1

HCID 58368420HCID 58368420, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 8-(3-fluorophenyl)-5-vinylquinoline-7-carboxylate (0.069 g, 0.22 mmol) and 1.0 M sodium hydroxide in water (2 mL, 2 mmol) in methanol (2 mL) was stirred at room temperature overnight. After acidified with 1 N HCl, the mixture was extracted with dichloromethane. The combined organic layers were dried over magnesium sulfate and concentrated to dryness. The crude acid was used directly in the next step (66 mg, 100%). LCMS calculated for C18H13FNO2 (M+H)+: m/z=294.1; Found: 294.0.

Workup

  1. extractionthe mixture was extracted with dichloromethane
  2. dry with materialThe combined organic layers were dried over magnesium sulfate
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-2bec0242150b40b385d361cbb0ede4f4
Source dataset
uspto-grants-2014_03
Patent number
US08680108B2

Reaction notes

Loading…