HCID 131736881, compound → HCID 117872408, compound

HRID 55915Notes

Reaction equation

HRID 55915 reaction equation
[C:1]([O:4][C:5]([CH3:15])([CH2:8][CH2:9][C:10]([CH3:14])=[C:11]([CH3:13])[CH3:12])[C:6]#[CH:7])(=[O:3])[CH3:2].[H][H]>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[C:1]([O:4][C:5]([CH3:15])([CH2:8][CH2:9][C:10]([CH3:14])=[C:11]([CH3:13])[CH3:12])[CH2:6][CH3:7])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 131736881HCID 131736881, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 117872408HCID 117872408, compound

Reagents, catalysts & solvents 1

HCID 131709914Lindlars catalystCatalyst

Conditions

Temperature
45 °C

Procedure

409.0 g of 3,6,7-trimethyl-6-octen-1-in-3-yl acetate and 20.0 g of Lindlar catalyst (5% Pd+3.5% Pb on CaCO3) are put in an autoclave and heated under nitrogen to a temperature of 45° C. Nitrogen is exchanged by hydrogen (H2) and the reaction mixture put at an absolute pressure of 2 bar. After the calculated amount of hydrogen has been consumed the reaction mixture is filtered and distilled (2 mbar, 130° C.) to obtain 3,6,7-trimethyl-6-octen-3-yl acetate (=compound of formula (Ib)).

Workup

  1. customAfter the calculated amount of hydrogen has been consumed the reaction mixture
  2. filtrationis filtered
  3. distillationdistilled (2 mbar, 130° C.)

Sources & evidence

ORD record
ord-235339484f9142808743e341c0a71252
Source dataset
uspto-grants-2016_09
Patent number
US09434676B2

Reaction notes

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