Cyclohexanemethylamine → HCID 86719133, compound

HRID 1844719Notes

Reaction equation

HRID 1844719 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:15](=O)[CH2:16][CH2:17][C:18](=O)[CH3:19])[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH:22]1([CH2:28][NH2:29])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>C1(C)C=CC=CC=1.CC1C=CC(S(O)(=O)=O)=CC=1>[CH:22]1([CH2:28][N:29]2[C:18]([CH3:19])=[CH:17][CH:16]=[C:15]2[C:7]2[CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=2)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

5

Reactant 2

HCID 76688CyclohexanemethylamineHCID 70873097HCID 70873097, compound

Product 1

HCID 86719133HCID 86719133, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 1140TolueneSolvent

Procedure

To a solution of 5a (6.4 g, 22.2 mmol) in toluene (100 mL) was added cyclohexylmethanamine (2.8 g, 24.4 mmol) and TsOH (0.3 g). This mixture was refluxed for 20 h, cooled, concentrated and purified by CC to afford compound 5b (7.5 g, 93%) as yellow oil.

Workup

  1. temperatureThis mixture was refluxed for 20 h
  2. temperaturecooled
  3. concentrationconcentrated
  4. custompurified by CC

Sources & evidence

ORD record
ord-38c7a577a746408fb27b86cd800064c1
Source dataset
uspto-grants-2015_02
Patent number
US08946446B2

Reaction notes

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