Triethylenetetramine → HCID 19910234, compound

HRID 1895843Notes

Reaction equation

HRID 1895843 reaction equation
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:8]([NH2:17])[CH2:9][NH:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][NH2:16].[H][H]>[Pt]>[CH:1]1([NH:17][CH2:8][CH2:9][NH:10][CH2:11][CH2:12][NH:13][CH2:14][CH2:15][NH2:16])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 5565Triethylenetetramine2×HCID 7967Cyclohexanone2×HCID 178418361HCID 178418361, compound

Product 1

HCID 19910234HCID 19910234, compound

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst2×

Conditions

Temperature
80 °C

Procedure

2.1 moles of cyclohexanone was reacted with 1 mole of TETA in the presence of hydrogen and 3.5% wt of Pt/C. A 1 L Parr pressure reactor was charged with 292.5 g of TETA, 10 g of Pt/C, and 412.2 g of cyclohexanone. The reactor was sealed and pressure cycled 3× each with nitrogen to remove air and hydrogen to remove the nitrogen. The vessel was then heated to 80° C. and pressurized to 100 psig (7.8 atm) with hydrogen and stirring at 750-1000 rpm. The temperature was held at 80° C. for 90 minutes and then raised to 100° C. and 800 psig (55.4 atm) with hydrogen for 40 minutes to complete the reaction. The reactor was cooled down to 40° C. and then down loaded.

Workup

  1. customThe reactor was sealed
  2. customto remove air and hydrogen
  3. customto remove the nitrogen
  4. temperatureraised to 100° C.
  5. wait800 psig (55.4 atm) with hydrogen for 40 minutes to complete
  6. customthe reaction
  7. temperatureThe reactor was cooled down to 40° C.

Sources & evidence

ORD record
ord-7882306d8e244662a5934e8aa6183a48
Source dataset
uspto-grants-2013_08
Patent number
US08518547B2

Reaction notes

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