Formic Acid → HCID 18179277, compound

HRID 1358905Notes

Reaction equation

HRID 1358905 reaction equation
C1O[CH:5]([CH:6]2[CH2:11][CH2:10][CH:9]([C:12]3[CH:17]=[C:16]([F:18])[C:15]([I:19])=[C:14]([F:20])[CH:13]=3)[CH2:8][CH2:7]2)[O:4]C1C.C(O)=O>C1(C)C=CC=CC=1>[F:18][C:16]1[CH:17]=[C:12]([CH:9]2[CH2:8][CH2:7][CH:6]([CH:5]=[O:4])[CH2:11][CH2:10]2)[CH:13]=[C:14]([F:20])[C:15]=1[I:19]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 86584308HCID 86584308, compound

Product 1

HCID 18179277HCID 18179277, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 50 ml of toluene were added 23 g (56 mmol) of 4-(3,5-difluoro-4-iodophenyl)cyclohexanecarboaldehyde propylene ketal obtained above and 39 g (848 mmol) of formic acid, and the mixture was refluxed for 2 hours. The reaction solution was washed with water, further with a saturated aqueous sodium bicarbonate and then with water and dried over magnesium sulfate. The solvent was distilled off to afford 19 g (54 mmol) of 4-(3,5-difluoro-4-iodophenyl)cyclohexanecarboaldehyde.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. washThe reaction solution was washed with water, further with a saturated aqueous sodium bicarbonate
  3. dry with materialwith water and dried over magnesium sulfate
  4. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-0004835f0c174c27afe2e5d27594f90e
Source dataset
uspto-grants-2003_07
Patent number
US06599590B2

Reaction notes

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