2-Methylenenonanoic acid → 2-Methylnonanoic acid

HRID 1088489Notes

Reaction equation

HRID 1088489 reaction equation
[CH2:1]=[C:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:3]([OH:5])=[O:4].[H][H]>C(O)C>[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 110411452-Methylenenonanoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 911662-Methylnonanoic acidYield 98.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a 200 ml autoclave, the inside atmosphere of which had previously been replaced with argon, were placed 3.0 g (17.6 mmoles) of 2-methylenenonanoic acid and 50 ml of ethanol. Then, 6.9 mg (0.007 mmole) of [Ru((-)-T-BINAP)](ClO4)2 prepared according to the same manner as in Referential Example 6 except using (-)-T-BINAP in place of (+)-T-BINAP was added to the mixture to perform hydrogenation for 15 hours at a hydrogen pressure of 30 kg/cm2 and at a reaction temperature of 20° C. Thereafter, the solvent was distilled off to provide 3.0 g of 2-methylnonanoic acid. The theoretical yield (hereafter simply referred to as "yield") was 100%.

Workup

  1. additionwas added to the mixture
  2. customfor 15 hours
  3. customat a reaction temperature of 20° C
  4. distillationThereafter, the solvent was distilled off

Sources & evidence

ORD record
ord-10351a58b4dc487d98ae959ca3d4e952
Source dataset
uspto-grants-1990_10
Patent number
US04962230

Reaction notes

Loading…