Water → HCID 178435797, compound

HRID 1167192Notes

Reaction equation

HRID 1167192 reaction equation
C([O:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[C:8]([CH:15]=[CH2:16])[CH:9]=[CH:10][CH:11]=2)[N:6]=1)(=O)C.O>CO>[OH:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[C:8]([CH:15]=[CH2:16])[CH:9]=[CH:10][CH:11]=2)[N:6]=1

Participants

4

Reactant 2

HCID 962WaterHCID 22995919HCID 22995919, compound

Product 1

HCID 178435797HCID 178435797, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
55 °C

Procedure

18.6 g (87.3 mmol) of 2-acetoxy-8-vinylquinoline, 290 ml of water and 290 ml of methanol are placed in a 1 l round-bottomed flask. The reaction mixture is heated at 55° C. for 2 h and then the methanol is evaporated under vacuum. Extraction is carried out with ethyl acetate (2×200 ml). The organic phases are combined, dried over magnesium sulfate, filtered and concentrated under vacuum to provide 15.0 g of 2-hydroxy-8-vinylquinoline in the form of a yellow solid; M.p.=96° C. (Quantitative yield)

Workup

  1. customthe methanol is evaporated under vacuum
  2. extractionExtraction
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-ecf863f082c2417f938c632ef45edab6
Source dataset
uspto-grants-2003_09
Patent number
US06617336B1

Reaction notes

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