Ammonium Acetate → HCID 86688149, compound

HRID 1428944Notes

Reaction equation

HRID 1428944 reaction equation
[CH2:1]([O:8][CH2:9][C:10]([N:12]([CH2:24][CH3:25])[CH2:13][C:14]([C:16]1[CH:21]=[CH:20][C:19]([F:22])=[C:18]([CH3:23])[CH:17]=1)=O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+:30]>ClCCl>[CH2:1]([O:8][CH2:9][C:10]1[N:12]([CH2:24][CH3:25])[CH:13]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]([CH3:23])[CH:17]=2)[N:30]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 86688147HCID 86688147, compound

Product 1

HCID 86688149HCID 86688149, compoundYield 74.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.8 g 2-benzyloxy-N-ethyl-N-[2-(4-fluoro-3-methyl-phenyl)-2-oxo-ethyl]-acetamide and 4 g ammonium acetate was melted at 200° C. for 30 min Dichlormethane was added and the mixture was washed with aqueous potassiumhydrogen carbonate solution. The organic layer was evaporated. The residue was purified by chromatographie on silica gel (cyclohexane/ethyl acetate 4:1) to yield 4.1 g of the desired product. Rt: 0.74 min (method J), (M+H)+: 325

Workup

  1. customfor 30 min
  2. additionwas added
  3. washthe mixture was washed with aqueous potassiumhydrogen carbonate solution
  4. customThe organic layer was evaporated
  5. customThe residue was purified by chromatographie on silica gel (cyclohexane/ethyl acetate 4:1)

Sources & evidence

ORD record
ord-8daea9d4e22d48eb8921d82f9d79a469
Source dataset
uspto-grants-2015_01
Patent number
US08937176B2

Reaction notes

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