1-Piperidinecarboxaldehyde → 4-Ethoxy-2,3-difluorobenzaldehyde

HRID 1534266Notes

Reaction equation

HRID 1534266 reaction equation
[CH:1](N1CCCCC1)=[O:2].[CH2:9]([O:11][C:12]1[CH:17]=[CH:16][C:15]([Li])=[C:14]([F:19])[C:13]=1[F:20])[CH3:10]>C1COCC1.C1COCC1.CCCCCC>[CH2:9]([O:11][C:12]1[CH:17]=[CH:16][C:15]([CH:1]=[O:2])=[C:14]([F:19])[C:13]=1[F:20])[CH3:10]

Participants

5

Reactant 2

HCID 174291-PiperidinecarboxaldehydeHCID 178506739HCID 178506739, compound

Product 1

HCID 144956254-Ethoxy-2,3-difluorobenzaldehyde

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21883165Tetrahydrofuran hexaneSolvent

Conditions

Temperature
-20 °C

Procedure

A solution of 0.1 mol of N-formylpiperidine in 10 ml of THF is added dropwise at -60° C. to the solution of 4-ethoxy-2,3-difluorophenyllithium in THF/hexane prepared according to 1b). The mixture is then warmed to -20° C. in the course of 1 hour. Customary working up (recrystallization from petroleum ether (boiling range 40°-60° C.) gives colourless crystals, m.p. 70° C.

Workup

  1. customprepared
  2. customrecrystallization from petroleum ether (boiling range 40°-60° C.)
  3. customgives colourless crystals, m.p. 70° C.

Sources & evidence

ORD record
ord-fe5c786845334609ae9a8dd6913d87f5
Source dataset
uspto-grants-1992_02
Patent number
US05087764

Reaction notes

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