Sodium Hydroxide → HCID 135602111, compound

HRID 749202Notes

Reaction equation

HRID 749202 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, the residue was acidified with aqueous hydrochloric acid, sodium bicarbonate was added and the solid was collected 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. additionwas added
  5. filtrationthe solid was collected by suction filtration
  6. washWashing with water
  7. customdrying

Sources & evidence

ORD record
ord-d23d106f944a48c2bc5a2673b6d1369a
Source dataset
uspto-grants-2008_07
Patent number
US07402585B2

Reaction notes

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