Hydrochloric Acid → HCID 22097570, compound

HRID 1777341Notes

Reaction equation

HRID 1777341 reaction equation
Cl.[CH2:2]([O:4][C:5]([C:7]1([CH2:20][CH:21]=[CH2:22])[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]1)=[O:6])[CH3:3]>O1CCOCC1>[CH2:2]([O:4][C:5]([C:7]1([CH2:20][CH:21]=[CH2:22])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1)=[O:6])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 162182701-tert-Butyl 4-ethyl 4-(prop-2-en-1-yl)piperidine-1,4-dicarboxylate

Product 1

HCID 22097570HCID 22097570, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of hydrochloric acid (12N, 4 mL) in dioxane (6 mL) is added to 4-allyl piperidine-1,4-dicarboxylic acid-1-tert-butyl ester-4-ethyl ester (2 g, 0.006 mol) and stirred at room temperature for 30 minutes. The reaction mixture is concentrated under reduced pressure and the residue is treated with aqueous solution of sodium bicarbonate to adjust the pH to 8-9. It is again concentrated under reduced pressure and the residue is treated with dichloromethane. After drying over sodium sulfate solvent is removed to get 4-allylpiperidine-4-carboxylic acid ethyl ester.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. additionthe residue is treated with aqueous solution of sodium bicarbonate
  3. concentrationIt is again concentrated under reduced pressure
  4. additionthe residue is treated with dichloromethane
  5. dry with materialAfter drying over sodium sulfate solvent
  6. customis removed

Sources & evidence

ORD record
ord-ad6d3204648148d6b010f9dbc2b1dfbf
Source dataset
uspto-grants-2016_02
Patent number
US09266867B2

Reaction notes

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