1,4-Dioxane hydrochloride → 3-amino-N,N-dibenzylcyclohexane-carboxamide monohydrochloride

HRID 1269761Notes

Reaction equation

HRID 1269761 reaction equation
[ClH:1].O1CCOCC1.[CH2:8]([N:15]([CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:16]([CH:18]1[CH2:23][CH2:22][CH2:21][CH:20]([NH:24]C(OC(C)(C)C)=O)[CH2:19]1)=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>O1CCCC1>[ClH:1].[NH2:24][CH:20]1[CH2:21][CH2:22][CH2:23][CH:18]([C:16]([N:15]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:8][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)=[O:17])[CH2:19]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 69430188Tert-butyl 3-[(dibenzylamino)carbonyl]cyclohexanecarbamate

Product 1

HCID 229334063-amino-N,N-dibenzylcyclohexane-carboxamide monohydrochloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 4N-hydrochloric acid/1,4-dioxane solution (4.5 ml) was added to a solution of tert-butyl 3-[(dibenzylamino)carbonyl]cyclohexanecarbamate (0.749 g, 1.773 mmol) in tetrahydrofuran (4.5 ml) and stirred overnight. The solvent was distilled off under reduced pressure, followed by replacement with toluene (twice), whereby 3-amino-N,N-dibenzylcyclohexanecarboxamide monohydrochloride (0.848 g, >99%) was obtained.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customwas obtained

Sources & evidence

ORD record
ord-434a491d1e0448af8dbebb68374dbd32
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

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