Potassium Carbonate → 5-Bromo-3-propyl-3H-benzooxazol-2-one

HRID 1253952Notes

Reaction equation

HRID 1253952 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[NH:7][C:6]=2[CH:11]=1.[CH2:12](I)[CH2:13][CH3:14].C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[N:7]([CH2:12][CH2:13][CH3:14])[C:6]=2[CH:11]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 268532-Benzoxazolinone, 5-bromo-HCID 336431-Iodopropane

Product 1

HCID 667979195-Bromo-3-propyl-3H-benzooxazol-2-one

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A 100 mL round-bottomed flask was charged with 5-bromo-2-benzoxazolinone (0.750 g, 3.50 mmol), n-propyl iodide (0.684 mL, 7.01 mmol), potassium carbonate (1.211 g, 8.76 mmol) and Dioxane (5 mL). The reaction mixture was stirred at room temperature for overnight. The reaction was quenched with water. Colorless precipitate was collected through filtration and 5-Bromo-3-propyl-3H-benzooxazol-2-one was obtained, ESI-MS: m/z 258.2 (M+H)+

Workup

  1. customThe reaction was quenched with water
  2. filtrationColorless precipitate was collected through filtration

Sources & evidence

ORD record
ord-b59298d97c474a83a436190cc9ef2b78
Source dataset
uspto-grants-2013_06
Patent number
US08455522B2

Reaction notes

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