1-Indanone → HCID 4294078, compound

HRID 1280795Notes

Reaction equation

HRID 1280795 reaction equation
[C:1]1(=[O:10])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[S:11]1[CH:15]=[CH:14][C:13]([CH:16]=O)=[CH:12]1.N1CCCCC1>C(O)(=O)C>[S:11]1[CH:15]=[CH:14][C:13]([CH:16]=[C:2]2[CH2:3][C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:1]2=[O:10])=[CH:12]1

Participants

5

Reactant 3

HCID 67351-IndanoneHCID 8082PiperidineHCID 681353-Thiophenecarboxaldehyde

Product 1

HCID 4294078HCID 4294078, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Indan-1-one (3.30 g), thiophene-3-carboxaldehyde (2.60 ml), acetic acid (0.47 ml) and piperidine (0.57 ml) were heated together on a steam-bath for 16 hours. The mixture was cooled to give a solid mass which was boiled with IMS (120 ml) and hot filtered to remove insoluble material. The filtrate was cooled in ice to precipitate a brown solid which was collected by filtration and dried to give 2-(3-thienyl)methyleneindan-1-one, m.p. 137-13 8° C.

Workup

  1. temperatureThe mixture was cooled
  2. customto give a solid mass which
  3. filtrationhot filtered
  4. customto remove insoluble material
  5. temperatureThe filtrate was cooled in ice
  6. customto precipitate a brown solid which
  7. filtrationwas collected by filtration
  8. customdried

Sources & evidence

ORD record
ord-ae3e38028bab45cf83b3f5c2fe5762fd
Source dataset
uspto-grants-2002_09
Patent number
US06451834B1

Reaction notes

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