Sodium Hydroxide → HCID 135602111, compound

HRID 1767758Notes

Reaction equation

HRID 1767758 reaction equation
[OH-].[Na+].[OH:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:17]=[C:16]2[C:11]([C:12](=[O:26])[N:13](CC(OC(C)(C)C)=O)[CH:14]=[N:15]2)=[CH:10][C:9]=1[O:27][CH3:28]>CO>[OH:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:17]=[C:16]2[C:11]([C:12](=[O:26])[NH:13][CH:14]=[N:15]2)=[CH:10][C:9]=1[O:27][CH3:28]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21114608HCID 21114608, compound

Product 1

HCID 135602111HCID 135602111, compoundYield 111.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Aqueous sodium hydroxide solution (100 ml, 0.2 mol) was added to a solution of tert-butyl 2-[7-(3-hydroxypropoxy)-6-methoxy-4-oxo-3(4H)-quinazolinyl]acetate (33.8 g, 93 mmol) in methanol (300 ml) and the solution heated to reflux for 1 hour. The methanol was evaporated in vacuo and the aqueous residue acidified with aqueous hydrochloric acid then sodium bicarbonate was added. Collection of the solid by suction filtration, washing with water and drying yielded 7-(3-hydroxypropoxy)-6-methoxy-4-quinazolone (26 g, 95% yield):

Workup

  1. temperaturethe solution heated
  2. temperatureto reflux for 1 hour
  3. customThe methanol was evaporated in vacuo
  4. additionsodium bicarbonate was added
  5. customCollection of the solid
  6. filtrationby suction filtration
  7. washwashing with water
  8. customdrying

Sources & evidence

ORD record
ord-fb7e20f6f02d411da35331dd721680da
Source dataset
uspto-grants-2007_06
Patent number
US07235559B1

Reaction notes

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