Dichloromethane → HCID 178479556, compound

HRID 1984927Notes

Reaction equation

HRID 1984927 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][C@@H:11]([C:14](=[O:16])[NH2:15])[CH2:10][CH2:9]1)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)[Cl:26]>>[ClH:26].[NH2:7][C@@H:8]1[CH2:13][CH2:12][C@H:11]([C:14]([NH2:15])=[O:16])[CH2:10][CH2:9]1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 178453949HCID 178453949, compound

Product 1

HCID 178479556HCID 178479556, compoundYield 98%

Procedure

To a solution of cis-(4-carbamoyl-cyclohexyl)-carbamic acid tert-butyl ester (62 g, 256 mmol) in CH2Cl2 (250 mL) was added TFA (250 mL) and the mixture was stirred at ambient temperature for 1 hr. The mixture was concentrated and 2 M HCl in Et2O (150 mL) was added to give a white precipitate. The mixture was concentrated to give cis-4-amino-cyclohexanecarboxylic acid amide hydrochloride (45 g, 98%) as a white solid.

Workup

  1. concentrationThe mixture was concentrated
  2. addition2 M HCl in Et2O (150 mL) was added
  3. customto give a white precipitate
  4. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-e184fb784a4f4b92a55d93850579a92a
Source dataset
uspto-grants-2009_06
Patent number
US07544690B2

Reaction notes

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