Acetic Acid → HCID 68217618, compound

HRID 1661052Notes

Reaction equation

HRID 1661052 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=O)[CH2:6][CH2:5]2.[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>C1C=CC=CC=1.C(OCC)(=O)C.O>[C:12](/[C:14](=[C:7]1/[CH2:6][CH2:5][C:4]2[C:8]/1=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=2)/[C:15]([O:17][CH2:18][CH3:19])=[O:16])#[N:13]

Participants

8

Reactant 4

HCID 176Acetic AcidHCID 7764Ethyl cyanoacetateHCID 1365375-Fluoro-1-indanoneHCID 517165Ammonium Acetate

Product 1

HCID 68217618HCID 68217618, compound

Reagents, catalysts & solvents 3

HCID 241BenzeneSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 5-Fluoro-indan-1-one (150 g, 1 mol, commercially available), and ethyl cyanoacetate (125 g, 1.1 mol), ammonium acetate (154 g, 2 mol) and glacial acetic acid (500 ml) in benzene (1 L) was refluxed with a Dean Stark water trap for 16 h. Then ethyl acetate was added to the reaction mixture and washed with water.

Workup

  1. washwashed with water

Sources & evidence

ORD record
ord-d831c262bec94f699eeb0b57372db768
Source dataset
uspto-grants-2011_10
Patent number
US08030322B2

Reaction notes

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