1-Octyn-3-ol, 3,6-dimethyl- → 3,6-Dimethyl-3-octanol

HRID 68013

Reaction equation

HRID 68013 reaction equation
[CH3:1][C:2]([OH:11])([CH2:5][CH2:6][CH:7]([CH3:10])[CH2:8][CH3:9])[C:3]#[CH:4].[H][H]>[Pd].[O-2].[Al+3].[O-2].[O-2].[Al+3]>[CH3:1][C:2]([OH:11])([CH2:5][CH2:6][CH:7]([CH3:10])[CH2:8][CH3:9])[CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 1742441-Octyn-3-ol, 3,6-dimethyl-HCID 178418361HCID 178418361, compound

Product 1

HCID 90273,6-Dimethyl-3-octanolYield 91%

Reagents, catalysts & solvents 1

HCID 131712808HCID 131712808, compoundCatalyst

Procedure

0.5 g of an 0.5% strength palladium/aluminum oxide catalyst is added to 154 g (1 mole) of 3,6-dimethyl-oct-1-yn-3-ol and hydrogenation is carried out at 20°-50° C. and 0.5 bar hydrogen pressure. When hydrogen absorption has ceased (after 6-8 hours), the catalyst is filtered off and the filtrate is fractionated. 145 g of main fraction, boiling at 42°-43° C./0.01 mbar, are obtained; nD25 =1.4345. This corresponds to a yield of 91%. Scent: fresh, floral, lavender-like.

Workup

  1. customis carried out at 20°-50° C.
  2. customWhen hydrogen absorption
  3. custom(after 6-8 hours)
  4. filtrationthe catalyst is filtered off
  5. custom145 g of main fraction, boiling at 42°-43° C./0.01 mbar, are obtained

Sources & evidence

ORD record
ord-159afaa94c014af3875adde4be92191a
Source dataset
uspto-grants-1982_08
Patent number
US04347388

Linked notes

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