Methanol → Methyl undecanoate

HRID 268101

Reaction equation

HRID 268101 reaction equation
[H][H].[CH3:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]CCC=C.N1[CH:18]=[CH:17][C:16](C)=[CH:15][CH:14]=1.[CH3:20][OH:21].[C]=[O:23]>C([O-])(=O)CCCCCCC.[Co+2].C([O-])(=O)CCCCCCC>[C:8]([O:21][CH3:20])(=[O:23])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:18][CH2:17][CH2:16][CH2:15][CH3:14]

Participants

7

Reactant 5

HCID 887MethanolHCID 79634-MethylpyridineHCID 133811-DeceneHCID 178418361HCID 178418361, compoundHCID 178418416HCID 178418416, compound

Product 1

HCID 15607Methyl undecanoate

Reagents, catalysts & solvents 1

HCID 6451291Cobaltous octanoateCatalyst

Procedure

After placing 0.008 mole of cobalt octanoate in a stainless steel autoclave having a capacity of 100 ml, 1 hour's stirring was conducted at a temperature of 160°C while applying first a pressure of 10 Kg/cm2 with hydrogen and then applying a pressure of 150 Kg/cm2 to thereby prepare a catalyst. Meanwhile, after placing 0.65 mole of decene-1, 0.08 mole of γ-picoline and 0.5 mole of methanol in a stainless steel autoclave having a capacity of 300 ml, a pressure of 30 Kg/cm2 was applied thereto with carbon monoxide. Subsequently, the previously prepared catalyst was added to the contents of the latter autoclave, and 5 hours' reaction of the mixture was effected at a temperature of 160°C under the same pressure, or 30 Kg/cm2. The yield rate of methyl undecanoate obtained through distillation of the reacted mixture was 35%.

Workup

  1. customa capacity of 100 ml, 1 hour
  2. customwas conducted at a temperature of 160°C
  3. customto thereby prepare a catalyst
  4. additionSubsequently, the previously prepared catalyst was added to the contents of the latter autoclave, and 5 hours'
  5. customreaction of the mixture
  6. customwas effected at a temperature of 160°C under the same pressure, or 30 Kg/cm2

Sources & evidence

ORD record
ord-4fdf14b52da541549fff5462de71571f
Source dataset
uspto-grants-1976_03
Patent number
US03946055

Linked notes

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