Hydrochloric Acid → HCID 69811444, compound

HRID 1777345Notes

Reaction equation

HRID 1777345 reaction equation
Cl.[CH2:2]([O:4][C:5]([C:7]1([CH2:20][O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[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][O:21][CH2:22][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1)=[O:6])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67037408HCID 67037408, compound

Product 1

HCID 69811444HCID 69811444, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of hydrochloric acid (12N, 1.5 mL) in dioxane (7.5 mL) is added to 4-benzyloxymethylpiperidine-1,4-dicarboxylic acid-1-tert butyl ester-4-ethyl ester (1.9 g, 0.005 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-benzyloxymethylpiperidine-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-57b20b917b364507a3146c532f38aca0
Source dataset
uspto-grants-2016_02
Patent number
US09266867B2

Reaction notes

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