1-Hexene → 2-Octanone

HRID 1069803Notes

Reaction equation

HRID 1069803 reaction equation
[CH2:1]([CH2:8][C:9](=[O:11])[CH3:10])[C:2]1C=C[CH:5]=[CH:4][CH:3]=1.C=CCCCC>C1(C)C=CC=CC=1>[CH3:10][C:9](=[O:11])[CH2:8][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 115971-HexeneHCID 17355Benzyl acetone

Product 1

HCID 80932-Octanone

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Under the same reaction procedure and conditions as in Example 2 (tristriphenylphosphine rhodium (I) chloride 10 mol %, 150° C., 48 hours, toluene 100 mg), benzyl acetone 32 mg (0.22 mmol) and 1-hexene 182 mg (2.16 mmol) were reacted in the presence of various amounts of 2-amino-3-pycoline. A measurement was made of the yields of 2-octanone, and the results are given in Table 4, below. When 2-amino-3-pycoline was absent, 2-octanone was not obtained at all and benzyl acetone was recovered in its entirety.

Workup

  1. customwere reacted in the presence of various amounts of 2-amino-3-pycoline

Sources & evidence

ORD record
ord-7fb34858fd9b4e5a89bcb06df4ac4319
Source dataset
uspto-grants-2001_06
Patent number
US06252118B1

Reaction notes

Loading…