Toluene → 1-Decene

HRID 473541Notes

Reaction equation

HRID 473541 reaction equation
C([Al](C[CH:11]([CH3:13])[CH3:12])CC(C)C)C(C)C.[C:14]1([CH3:20])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:20]=[CH:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:13][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 1140Toluene2×HCID 16682931Triisobutylaluminum

Product 1

HCID 133811-Decene

Procedure

An autoclave with an inner volume of 5 L was charged with 3 L of the decene oligomer produced in (a) in nitrogen gas stream, and here were added trisacetylacetonatocobalt (catalyst weight: 3.0 g) dissolved in toluene and triisobutylaluminum (30 mmol) diluted with toluene. After the reaction system was purged with hydrogen twice, it was heated and kept at 80° C. under a hydrogen pressure of 0.9 MPa. Hydrogenation immediately proceeded exothermically. When four hours passed after the reaction started, the temperature was lowered to terminate the reaction. The pressure was released, the reaction mixture was taken out of the autoclave, and the fraction of boiling at 240 to 270° C. under 530 Pa (desired compound) was isolated by simple distillation.

Workup

  1. additionhere were added trisacetylacetonatocobalt (catalyst weight: 3.0 g)
  2. customAfter the reaction system was purged with hydrogen twice
  3. temperatureit was heated
  4. customkept at 80° C. under a hydrogen
  5. customWhen four hours
  6. customto terminate
  7. customthe reaction

Sources & evidence

ORD record
ord-084d1dfa68ce48999479024d7312253c
Source dataset
uspto-grants-2014_01
Patent number
US08637438B2

Reaction notes

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