Hydrochloric Acid → HCID 68913569, compound

HRID 1191289Notes

Reaction equation

HRID 1191289 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH:10]1[CH2:25][C:26]([O:28]CC)=[O:27])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(O)C.[OH-].[Na+].Cl>O1CCCC1>[CH2:18]([O:17][C:15]([N:11]1[CH2:12][CH2:13][CH2:14][CH:9]([NH:8][C:6]([O:5][C:1]([CH3:3])([CH3:4])[CH3:2])=[O:7])[CH:10]1[CH2:25][C:26]([OH:28])=[O:27])=[O:16])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 69009230HCID 69009230, compound

Product 1

HCID 68913569HCID 68913569, compoundYield 104.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Benzyl (2RS,3SR)-3-[(tert-butoxycarbonyl)amino]-2-(2-ethoxy-2-oxoethyl)piperidine-1-carboxylate (3.08 g), ethanol (30 mL), tetrahydrofuran (8 mL) and aqueous 2N sodium hydroxide solution (4.4 mL) were stirred at room temperature for 4 hours. The reaction solution was neutralized with aqueous 2N hydrochloric acid solution and then concentrated. The residue was added water and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, concentrated and obtained the title compound (3.00 g) having the following physical properties.

Workup

  1. concentrationconcentrated
  2. additionThe residue was added water
  3. extractionextracted with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ff746fa1e3714259b6cf8e5cdade5832
Source dataset
uspto-grants-2014_03
Patent number
US08680092B2

Reaction notes

Loading…