Pivalaldehyde → HCID 68452808, compound

HRID 2357115Notes

Reaction equation

HRID 2357115 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH2:8].[O-]S([O-])(=O)=O.[Na+].[Na+].[CH3:16][C:17]([CH3:21])([CH3:20])[CH:18]=O>C(Cl)Cl>[CH3:16][C:17]([CH3:21])([CH3:20])[CH:18]=[N:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[N:8]=[CH:16][C:17]([CH3:21])([CH3:20])[CH3:18]

Participants

5

Reactant 3

HCID 12417PivalaldehydeHCID 24436Sodium SulfateHCID 438061,2-Diaminocyclohexane, trans-

Product 1

HCID 68452808HCID 68452808, compoundYield 112%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(+)-1,2-trans-Diaminocyclohexane (250 mg, 2.18 mmol) in CH2Cl2 (20 mL) was treated with Na2SO4 (923 mg, 6.50 mmol) and trimethylacetaldehyde (473 μL, 4.35 mmol). The mixture was stirred at ambient temperature under an atmosphere of N2 for 0.5 h then filtered. The filter was washed with CH2Cl2 (5 mL) and the combined organics were evaporated to give N,N′-bis-(2,2-dimethylpropylidene)-cyclohexane-1,2-diamine (610 mg, 98%) as an off-white semi solid.

Workup

  1. filtrationthen filtered
  2. washThe filter was washed with CH2Cl2 (5 mL)
  3. customthe combined organics were evaporated

Sources & evidence

ORD record
ord-c15030bdad7f4ec8bd2b61a58e4765de
Source dataset
uspto-grants-2010_07
Patent number
US07759492B2

Reaction notes

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