1,2-Diaminocyclohexane → HCID 22811247, compound

HRID 1706327Notes

Reaction equation

HRID 1706327 reaction equation
[CH3:1][C:2]([CH3:7])=[CH:3][C:4](O)=[O:5].[NH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]1[NH2:15]>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:7])[CH2:3][C:4](=[O:5])[NH:15][C@@H:10]2[CH2:11][CH2:12][CH2:13][CH2:14][C@H:9]2[NH:8]1

Participants

4

Reactant 2

HCID 46101,2-DiaminocyclohexaneHCID 109313-Methyl-2-butenoic acid

Product 1

HCID 22811247HCID 22811247, compoundYield 10.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10.8 g β,β-dimethylacrylic acid was placed in a 250 ml flask, and 10 ml toluene was added followed by 11.4 g 1,2-diaminocyclohexane. The mixture is heated under an inert gas atmosphere, preferably argon, at 175°-180° C. with a Dean-Stark trap. 1.6 ml water was collected. The mixture is cooled down after 7 hr. Toluene was removed under vacuum. The reaction product obtained is recrystallized from acetone to give 2 g of a white crystalline product having a m.pt. of 188°-189° C.

Workup

  1. temperatureThe mixture is heated under an inert gas atmosphere, preferably argon, at 175°-180° C. with a Dean-Stark trap
  2. custom1.6 ml water was collected
  3. temperatureThe mixture is cooled down after 7 hr
  4. customToluene was removed under vacuum
  5. customThe reaction product obtained
  6. customis recrystallized from acetone

Sources & evidence

ORD record
ord-38f7d005ffe6402288a2077260811a64
Source dataset
uspto-grants-1980_06
Patent number
US04207228

Reaction notes

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