Hydrochloric Acid → HCID 86715141, compound

HRID 1777348Notes

Reaction equation

HRID 1777348 reaction equation
Cl.[CH2:2]([O:4][C:5]([C:7]1([CH2:20][OH:21])[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][OH:21])[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1)=[O:6])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 542288591-(1,1-Dimethylethyl) 4-ethyl 4-(hydroxymethyl)-1,4-piperidinedicarboxylate

Product 1

HCID 86715141HCID 86715141, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of hydrochloric acid (12N, 2.5 mL) in dioxane (4.5 mL) is added to 4-hydroxymethylpiperidine-1,4-dicarboxylic acid-1-tert-butyl ester-4-ethyl ester (1.35 g, 0.0047 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-hydroxymethylpiperidine-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-cb5d42cef75042639d1617320326b23c
Source dataset
uspto-grants-2016_02
Patent number
US09266867B2

Reaction notes

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