Ethyl bromoacetate → HCID 86699625, compound

HRID 68316Notes

Reaction equation

HRID 68316 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:21]=[CH:20][C:6]([CH2:7][O:8][N:9]=[C:10]([C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)[CH2:11][CH3:12])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:30][CH2:31][O:32][C:33]([CH2:35]Br)=[O:34]>CN(C=O)C>[F:1][C:2]([F:22])([F:23])[C:3]1[CH:21]=[CH:20][C:6]([CH2:7][O:8][N:9]=[C:10]([C:13]2[CH:18]=[CH:17][C:16]([NH:19][CH2:35][C:33]([O:32][CH2:31][CH3:30])=[O:34])=[CH:15][CH:14]=2)[CH2:11][CH3:12])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 866996241-(4-Aminophenyl)propan-1-one O-(4-(trifluoromethyl)benzyl)oxime

Product 1

HCID 86699625HCID 86699625, compoundYield 55.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of the product of step 2 (3.5 g, 0.0097 moles) in DMF (35 mL), potassium carbonate (4 gm, 0.0291 moles) and Ethyl bromo acetate (1.8 gm, 0.0107 moles) were added and reaction mixture was srirred at 100° C. for over night. The reaction mixture was poured into ice cold water and extracted by ethyl acetate. The combined ethyl acetate extract was washed with water and brine, dried over sodium sulphate and evapourated under reduced pressure to yield 2.2 gm (55%) of product as solid.

Workup

  1. customreaction mixture
  2. customwas srirred at 100° C. for over night
  3. additionThe reaction mixture was poured into ice cold water
  4. extractionextracted by ethyl acetate
  5. extractionThe combined ethyl acetate extract
  6. washwas washed with water and brine
  7. dry with materialdried over sodium sulphate

Sources & evidence

ORD record
ord-7d4029c90fb445c389ed025bc3301f02
Source dataset
uspto-grants-2014_09
Patent number
US08822414B2

Reaction notes

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