HCID 20276931, compound → 5,7,7-Trimethyloctyl propanoate

HRID 1248555Notes

Reaction equation

HRID 1248555 reaction equation
[C:1]([O:5][CH2:6][C:7]#[C:8][CH2:9][C:10]([CH2:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[CH2:11])(=[O:4])[CH2:2][CH3:3]>C(O)C.[Pd]>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]([CH3:11])[CH2:12][C:13]([CH3:14])([CH3:16])[CH3:15])(=[O:4])[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 20276931HCID 20276931, compound

Product 1

HCID 30211235,7,7-Trimethyloctyl propanoateYield 80%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1.11 g (5 mM) of 5-(2,2-dimethylpropyl)-5-hexen-2-ynyl propionate in 50 ml ethanol were hydrogenated in the presence of 0.4 g of 10% palladium on charcoal. After adsorption of the theoretical amount of hydrogen, the mixture was filtered over diatomaceous earth, concentrated and bulb distilled (13.3 Pa) to give 0.85 g of 5,7,7-trimethyloctyl propionate (yield 80%).

Workup

  1. filtrationAfter adsorption of the theoretical amount of hydrogen, the mixture was filtered over diatomaceous earth
  2. concentrationconcentrated
  3. distillationbulb distilled (13.3 Pa)

Sources & evidence

ORD record
ord-48359ad6d04b4be5925c43f213df0574
Source dataset
uspto-grants-1985_06
Patent number
US04525298

Reaction notes

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