Acetic Acid → HCID 68217632, compound

HRID 1661069Notes

Reaction equation

HRID 1661069 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=O)=[CH:4][CH:3]=1.[C:12]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])#[N:13].C([O-])(=O)C.[NH4+].C(O)(=O)C>C1(C)C=CC=CC=1.O>[C:12](/[C:14](=[C:8]1/[CH2:7][CH2:6][C:5]2[C:9]/1=[CH:10][C:2]([F:1])=[CH:3][CH:4]=2)/[C:15]([O:17][CH2:18][CH3:19])=[O:16])#[N:13]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 7764Ethyl cyanoacetateHCID 517165Ammonium AcetateHCID 15194646-Fluoro-1-indanone

Product 1

HCID 68217632HCID 68217632, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

The mixture of compound 6-Fluoro-indan-1-one (5 g, 0.03 mol), and ethyl cyanoacetate (5 g, 0.05 mol), ammonium acetate (25 g, 0.33 mol) and glacial acetic acid (50 ml) in toluene (205 ml) was refluxed with a Dean Stark water trap for 4 h. The mixture was concentrated in vacuo, the residue washed by water and EtOH three times to afford the the compound (8.00 g, y=97.96%).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. washthe residue washed by water and EtOH three times
  3. customto afford the the compound (8.00 g, y=97.96%)

Sources & evidence

ORD record
ord-10276f76f5654368b85d376587f0d1ed
Source dataset
uspto-grants-2011_10
Patent number
US08030322B2

Reaction notes

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