Acetic Acid → HCID 68217609, compound

HRID 1661065Notes

Reaction equation

HRID 1661065 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=O)=[CH:4][CH:3]=1.CC(O)=O.[C:16]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])#[N:17].O>C1C=CC=CC=1.C(OCC)(=O)C>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7]/[C:8]/2=[C:18](/[C:16]#[N:17])\[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 7764Ethyl cyanoacetateHCID 51007056-Chloro-1-indanone

Product 1

HCID 68217609HCID 68217609, compoundYield 64.5%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 6-chloro-indan-1-one (commercially available, 16 g, 0.1 mol) in Benzene (500 ml), AcOH (160 ml) CH3COONH4 (80 g) and ethyl cyanoacetate (14.4 g, 0.13 mol) were added. The mixture was heated to 100° C. and stirred overnight with a Dean stark water trap. Then ethyl acetate was added and the mixture washed with water. The residue was first purified by FC followed by crystallization from ethanol to obtain the title compound (16.2 g, y=64.5%).

Workup

  1. washthe mixture washed with water
  2. customThe residue was first purified by FC
  3. customfollowed by crystallization from ethanol

Sources & evidence

ORD record
ord-2465eb315f3b4b46822dda683be35120
Source dataset
uspto-grants-2011_10
Patent number
US08030322B2

Reaction notes

Loading…