Sodium Acetate → HCID 86685043, compound

HRID 1750761Notes

Reaction equation

HRID 1750761 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:12][C:11]([C:17]3[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[CH:18]=3)([C:13]([F:16])([F:15])[F:14])[O:10][N:9]=2)=[CH:4][C:3]=1[CH2:25]Br.[CH3:27][C:28]([O-:30])=[O:29].[Na+]>CC(O)=O>[C:28]([O:30][CH2:25][C:3]1[CH:4]=[C:5]([C:8]2[CH2:12][C:11]([C:17]3[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[CH:18]=3)([C:13]([F:16])([F:15])[F:14])[O:10][N:9]=2)[CH:6]=[CH:7][C:2]=1[Br:1])(=[O:29])[CH3:27]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 86685042HCID 86685042, compound

Product 1

HCID 86685043HCID 86685043, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 3-(4-bromo-3-(bromomethyl)phenyl)-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole (36 mg, 0.068 mmol) and NaOAc (6 mg, 0.074 mmol) in AcOH (1 mL) was refluxed for 16 h, cooled to rt and concentrated under reduced pressure. The residue was dissolved in EA, washed with H2O, dried over MgSO4, filtered and concentrated under reduced pressure to give 2-bromo-5-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)benzyl acetate (29 mg; yield 85%) as a yellow solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in EA
  3. washwashed with H2O
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-de9b166c39874db0978b2f8c345bd1b0
Source dataset
uspto-grants-2015_10
Patent number
US09156860B2

Reaction notes

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