tert-Butanol → HCID 12016671, compound

HRID 1830797Notes

Reaction equation

HRID 1830797 reaction equation
CC(O)(C)C.[K].[Br:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:17])[CH3:16])=[C:10]([C:18](=O)[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=2)[CH:9]=1>COCCOC>[Br:7][C:8]1[CH:9]=[C:10]2[C:11](=[CH:12][CH:13]=1)[NH:14][C:15](=[O:17])[CH:16]=[C:18]2[C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=1

Participants

5

Reactant 3

HCID 6386tert-ButanolHCID 5462222PotassiumHCID 23248656HCID 23248656, compound

Product 1

HCID 12016671HCID 12016671, compoundYield 80.76%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

2-methyl,2-propanol, potassium salt (1.635 mol) was added portionwise at room temperature to a solution of intermediate (3) (0.328 mol) in DME (1200 ml) and the mixture was stirred at room temperature for one night. The mixture was evaporated till dryness, the residue was poured into water and ice and decanted. The oily residue was taken up in DIPE, the precipitate was filtered off, washed with EtOAc, CH3CN and diethylether and dried, yielding 88.6 g (80.76%) of 6-bromo-4-(3-chlorophenyl)-2(1H)-quinolinone (intermediate 4).

Workup

  1. customThe mixture was evaporated till dryness
  2. additionthe residue was poured into water and ice
  3. customdecanted
  4. filtrationthe precipitate was filtered off
  5. washwashed with EtOAc, CH3CN and diethylether
  6. customdried

Sources & evidence

ORD record
ord-9078ec70312540b1a21e0ea04a11775c
Source dataset
uspto-grants-2006_06
Patent number
US07067531B2

Reaction notes

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