Benzoic Acid → HCID 9926902, compound

HRID 1394148Notes

Reaction equation

HRID 1394148 reaction equation
[F:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][C:7]2[CH:14]=[CH:13][C:10]([CH:11]=O)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[S:17]1[CH2:21][C:20](=[O:22])[NH:19][C:18]1=[O:23].N1CCCCC1.C(O)(=O)C1C=CC=CC=1>C1(C)C=CC=CC=1.O>[F:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][C:7]2[CH:14]=[CH:13][C:10](/[CH:11]=[C:21]3/[C:20](=[O:22])[NH:19][C:18](=[O:23])[S:17]/3)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 243Benzoic AcidHCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 38568024-(4-Fluorophenoxy)benzaldehyde

Product 1

HCID 9926902HCID 9926902, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

To a solution of 4-(4-fluorophenoxy)benzaldehyde (0.54 g, 2.5 mMol) and 2,4-thiazolidinedione (0.352 g, 3 mMol) in toluene (20 mL) were added piperidine (0.032 mL, 0.325 mMol) and benzoic acid (0.046 mg, 0.375 mMol). The reaction was refluxed for 4 h with continuous removal of water. The reaction was cooled and filtered. The crystalline product collected was washed with petroleum ether on the filter and dried in vacuo.

Workup

  1. temperatureThe reaction was cooled
  2. filtrationfiltered
  3. customThe crystalline product collected
  4. washwas washed with petroleum ether on the
  5. filtrationfilter
  6. customdried in vacuo

Sources & evidence

ORD record
ord-83d3d6934ec54e71a036414e3e69218c
Source dataset
uspto-grants-2008_03
Patent number
US07348348B2

Reaction notes

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