Ammonia → cis-3-Acetamidocyclohexanecarboxamide

HRID 2176932Notes

Reaction equation

HRID 2176932 reaction equation
[C:1]([NH:4][C@@H:5]1[CH2:10][CH2:9][CH2:8][C@H:7]([C:11]([O:13]C)=O)[CH2:6]1)(=[O:3])[CH3:2].[NH3:15]>>[C:1]([NH:4][C@@H:5]1[CH2:10][CH2:9][CH2:8][C@H:7]([C:11]([NH2:15])=[O:13])[CH2:6]1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 131730829cis-Methyl 3-acetamidocyclohexanecarboxylate

Product 1

HCID 67392568cis-3-AcetamidocyclohexanecarboxamideYield 57.1%

Procedure

A mixture of cis-methyl 3-acetamidocyclohexanecarboxylate (350 mg, 1.75 mmol) and methanolic ammonia (20 ml) was stirred for 72 h at 90° C. in a steel bomb. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford the crude product which was washed with n-pentane to afford 200 mg (57.1%) of cis-3-acetamidocyclohexanecarboxamide as white color solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customto afford the crude product which
  3. washwas washed with n-pentane

Sources & evidence

ORD record
ord-a16c624a6d5b4d858c21cd200ff8c8e9
Source dataset
uspto-grants-2015_06
Patent number
US09067888B2

Reaction notes

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