Benzaldehyde → HCID 14856215, compound

HRID 2256644Notes

Reaction equation

HRID 2256644 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH2:9].[CH:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[H][H]>C(O)C.[Pt]=O>[C:11]1([CH2:10][NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 3

HCID 240BenzaldehydeHCID 695331,7-HeptanediamineHCID 178418361HCID 178418361, compound

Product 1

HCID 14856215HCID 14856215, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

Combine 1,7-diaminoheptane (65.0 g, 0.5 mol), benzaldehyde (106 gm, 1 mol) and platinum oxide (PTO2) [2.0 g] in ethanol (800 ml) and treat the mixture with hydrogen gas (45 lb/in2) until the uptake of gas ceases. Remove the catalyst by filtration and remove the solvent in vacuo. Purify the residue by bulb to bulb distillation to yield 99.4 g of the title compound (bp 191°-195° C. @ 1.0 mm/Hg).

Workup

  1. customRemove the catalyst
  2. filtrationby filtration
  3. customremove the solvent in vacuo
  4. customPurify the residue by bulb
  5. distillationto bulb distillation

Sources & evidence

ORD record
ord-3146ad356e0248c893745c70c3bd25f4
Source dataset
uspto-grants-1997_08
Patent number
US05654484

Reaction notes

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