Ether hydrochloride → HCID 18426178, compound

HRID 133578Notes

Reaction equation

HRID 133578 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH2:10][CH:9]([NH:13]C(OC(C)(C)C)=O)[CH2:8]2)=[CH:4][CH:3]=1.[ClH:23].CCOCC>CO>[ClH:1].[ClH:23].[NH2:13][CH:9]1[CH2:10][CH2:11][CH2:12][N:7]([CH2:6][C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:22][CH:21]=2)[CH2:8]1

Participants

4

Reactant 2

HCID 10953452Ether hydrochlorideHCID 18426153HCID 18426153, compound

Product 1

HCID 18426178HCID 18426178, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

To a methanol (25 mL) solution of 1-(4-chlorobenzyl)-3-[(tert-butoxycarbonyl)amino]piperidine (2.55 g, 7.85 mmol), was added 1M HCl-Et2O (50 mL). The resulting reaction mixture was stirred at 25° C. for 15 hours, and the solvent was removed under reduced pressure to afford 3-amino 1-(4-chlorobenzyl)piperidine dihydrochloride as an amorphous solid (2.49 g, quantitative). The purity was determined by RPLC/MS (>95%). ESI/MS m/e 225.2 (M++H, C12H18ClN2).

Workup

  1. customThe resulting reaction mixture
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-b6435be11f68476ba898ca5ad0829397
Source dataset
uspto-grants-2008_06
Patent number
US07390830B1

Reaction notes

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