Formic Acid → HCID 21459446, compound

HRID 1941041Notes

Reaction equation

HRID 1941041 reaction equation
C(O)=O.[O:4]1CCCO[CH:5]1[CH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][CH:15]([CH:18]2[CH2:23][CH2:22][CH:21]([CH2:24][CH2:25][C:26]3[CH:31]=[CH:30][C:29]([O:32][C:33]([F:36])([F:35])[F:34])=[CH:28][CH:27]=3)[CH2:20][CH2:19]2)[CH2:14][CH2:13]1>C1(C)C=CC=CC=1>[F:34][C:33]([F:35])([F:36])[O:32][C:29]1[CH:28]=[CH:27][C:26]([CH2:25][CH2:24][CH:21]2[CH2:20][CH2:19][CH:18]([CH:15]3[CH2:16][CH2:17][CH:12]([CH2:11][CH2:10][CH:5]=[O:4])[CH2:13][CH2:14]3)[CH2:23][CH2:22]2)=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 284Formic AcidHCID 54564561HCID 54564561, compound

Product 1

HCID 21459446HCID 21459446, compoundYield 94.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Formic acid (3.0 g, 66 mmol) and toluene (20 ml) were added to the above 4-(4-(1,3-dioxan-2-ylethyl)cyclohexyl)-1-(2-(4-trifluoromethoxyphenyl)ethyl)cyclohexane (3.25 g, 6.94 mmol), followed by refluxing the mixture for 5 hours, washing the organic layer successively with a saturated, aqueous solution of sodium bicarbonate and water, drying over magnesium sulfate, and distilling off the solvent, to obtain 3-(4-(4-(2-(4-trifluoromethoxyphenyl)ethyl)cyclohexyl)cyclohexyl)propanal (2.70 g, 6.58 mmol). Yield: 94.8%.

Workup

  1. temperatureby refluxing the mixture for 5 hours
  2. washwashing the organic layer successively with a saturated, aqueous solution of sodium bicarbonate and water
  3. dry with materialdrying over magnesium sulfate
  4. distillationdistilling off the solvent

Sources & evidence

ORD record
ord-e95d03cfc4234e26ac481f798cb7d967
Source dataset
uspto-grants-1997_12
Patent number
US05702641

Reaction notes

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