Ethanol → HCID 21555208, compound

HRID 1182417Notes

Reaction equation

HRID 1182417 reaction equation
[C:1](=[N:4][C:5]1[C:10]([CH2:11][CH3:12])=[CH:9][C:8]([CH2:13][CH3:14])=[C:7]([N:15]=[C:16]([CH3:18])[CH3:17])[C:6]=1[CH3:19])([CH3:3])[CH3:2].C(O)C>[Pt].C(OCC)(=O)C>[CH:16]([NH:15][C:7]1[C:8]([CH2:13][CH3:14])=[CH:9][C:10]([CH2:11][CH3:12])=[C:5]([NH:4][CH:1]([CH3:2])[CH3:3])[C:6]=1[CH3:19])([CH3:17])[CH3:18]

Participants

5

Reactant 2

HCID 702EthanolHCID 87148977HCID 87148977, compound

Product 1

HCID 21555208HCID 21555208, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

N,N′-diisopropylidene-[diethyl(methyl)-1,3-benzenediamine] (3.17 g) and Pt(S)/C (0.3 g) were added to a mixture of ethanol (20 g) and ethyl acetate (20 g) in an autoclave. The closed autoclave was purged 3 times with 125 psig (9.63×105 Pa) of H2 at 22° C. to remove traces of air. The mixture was kept at 22° C. and 0-125 psi (0 to 8.62×105 Pa) of H2 for 1.2 hours, forming the corresponding N,N′-diisopropyl-[diethyl(methyl)-1,3-benzenediamine] in 94% yield. Six percent of the diimine was underhydrogenated; conversion of the diimine was 100%.

Workup

  1. customThe closed autoclave was purged 3 times with 125 psig (9.63×105 Pa) of H2 at 22° C.
  2. customto remove traces of air
  3. customwas kept at 22° C.

Sources & evidence

ORD record
ord-8cba31cdc48849ef9c58b086c07737c2
Source dataset
uspto-grants-2007_10
Patent number
US07288677B2

Reaction notes

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