Formic Acid → HCID 826664, compound

HRID 1443042Notes

Reaction equation

HRID 1443042 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[CH:16](O)=O.C=O.[OH-].[K+]>O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 284Formic AcidHCID 712FormaldehydeHCID 14797Potassium HydroxideHCID 27244404-(4-Fluorobenzoyl)piperidine

Product 1

HCID 826664HCID 826664, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
57.5 °C

Procedure

4-Fluorophenyl piperidin-4-yl methanone 1.79 g (8.66 mmol) was added to formic acid (1.5 ml) and formaldehyde 1.05 ml and the reaction mixture was stirred at 55-60° C. for 3 hours. After cooled down, water was added, basified with potassium hydroxide pellets to pH>10 and extracted with ethyl ether 3×50 ml. The combined organic solution was dried over sodium sulfate and concentrated to give 1.88 g of desired product in 98% yield.

Workup

  1. temperatureAfter cooled down
  2. extractionextracted with ethyl ether 3×50 ml
  3. dry with materialThe combined organic solution was dried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-6736c9f068b945f183c2166b36e6cc30
Source dataset
uspto-grants-2010_02
Patent number
US07659395B2

Reaction notes

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