Sodium Bicarbonate → HCID 23468751, compound

HRID 128215Notes

Reaction equation

HRID 128215 reaction equation
[CH:1]([OH:3])=O.C(OC(=O)C)(=O)C.[F:11][C:12]([F:26])([F:25])[C:13]1[CH:14]=[C:15]([CH:19]2[CH2:24][CH2:23][CH2:22][NH:21][CH2:20]2)[CH:16]=[CH:17][CH:18]=1.C(=O)(O)[O-].[Na+]>C1C=CC=CC=1>[F:26][C:12]([F:11])([F:25])[C:13]1[CH:14]=[C:15]([CH:19]2[CH2:24][CH2:23][CH2:22][N:21]([CH:1]=[O:3])[CH2:20]2)[CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 30490313-[3-(Trifluoromethyl)phenyl]piperidineHCID 19869020Acetic anhydride formic acid

Product 1

HCID 23468751HCID 23468751, compoundYield 151.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3.8 g of mixed formic acid-acetic acid anhydride were added to a solution of 9.8 g of 3-(m-trifluoromethylphenyl)-piperidine in 100 ml of anhydrous benzene and the mixture was stirred for 15 minutes at room temperature and was then poured into 100 ml of aqueous sodium bicarbonate. The mixture was extracted with ethyl acetate and the organic extracts were washed with aqueous sodium chloride, dried over magnesium sulfate and evaporated to dryness to obtain 10 g of 3-(m-trifluoromethylphenyl)-1-piperidine-carboxaldehyde in the form of a colorless resin which was used as is for the next step.

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. washthe organic extracts were washed with aqueous sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-1b204679d6444f24b3caab86f4bda63f
Source dataset
uspto-grants-1981_03
Patent number
US04259337

Reaction notes

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