Hydrochloric Acid → 1000771-62-9

HRID 1483032Notes

Reaction equation

HRID 1483032 reaction equation
C([O:3][CH:4](OCC)[CH2:5][N:6]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[O:9][CH2:8][C:7]1=[O:16])C.Cl>C1COCC1>[O:16]=[C:7]1[N:6]([CH2:5][CH:4]=[O:3])[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[O:9][CH2:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 63629926HCID 63629926, compound

Product 1

HCID 509908121000771-62-9Yield 95.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve 4-(2,2-diethoxyethyl)-1,4-benzoxazin-3-one (710 mg, 2.68 mmol) in THF (5.35 mL) and add aqueous HCl (3 M, 3.57 mL, 10.7 mmol). Stir at ambient temperature for 7 hours. Remove the organic solvent using a stream of nitrogen gas, and extract the aqueous residue with EtOAc. Combine the organic extracts; wash with water and saturated aqueous NaHCO3; and dry over Na2SO4. Filter and remove the solvents from the filtrate under reduced pressure to provide the title compound as a white solid (490 mg, 89.07%). MS (m/z): 192 (M+1).

Workup

  1. customRemove the organic solvent
  2. extractionextract the aqueous residue with EtOAc
  3. washwash with water and saturated aqueous NaHCO3
  4. dry with materialand dry over Na2SO4
  5. filtrationFilter
  6. customremove the solvents from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-c852c858ef2c4af895db9de82fa5e7df
Source dataset
uspto-grants-2016_08
Patent number
US09416138B2

Reaction notes

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