Piperidine → HCID 20033286, compound

HRID 1922206Notes

Reaction equation

HRID 1922206 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][CH2:11]OS(C)(=O)=O)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[NH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>C1COCC1>[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 219738843-Nitrophenethyl methanesulfonate

Product 1

HCID 20033286HCID 20033286, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methanesulfonic acid 2-(3-nitro-phenyl)-ethyl ester was dissolved in piperidine (20 eq) and THF and stirred at 60° C. for one hour. The solvent was removed. The crude product was diluted with ethyl acetate, washed three times with water, dried with anhydrous sodium sulfate, filtered and concentrated. The product was clean enough to carry forward without purification. 44% yield. MH+=235.1.

Workup

  1. customThe solvent was removed
  2. additionThe crude product was diluted with ethyl acetate
  3. washwashed three times with water
  4. dry with materialdried with anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto carry forward without purification

Sources & evidence

ORD record
ord-67c3ba0ff790498ca4ad29330dc65bb8
Source dataset
uspto-grants-2012_05
Patent number
US08173689B2

Reaction notes

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