HCID 14076002, compound → HCID 14076005, compound

HRID 1649624Notes

Reaction equation

HRID 1649624 reaction equation
[CH3:1][C:2]([CH3:16])([C:4](=[O:15])[C:5]#[C:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:3].[H][H]>CO.[Ni]>[CH3:3][C:2]([CH3:16])([C:4](=[O:15])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH3:1]

Participants

5

Reactant 2

HCID 14076002HCID 14076002, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14076005HCID 14076005, compoundYield 95.7%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

20 g (0.0926 mol) of 2,2-dimethyl-6-phenoxy-hex-4-in-3-one are dissolved in 180 ml of methanol, and 5 g of Raney nickel are added. The mixture is hydrogenated with hydrogen under a pressure of 50 to 60 bar at 37° C. The hydrogenation has ended after 40 minutes. The reaction mixture is filtered and the filtrate is concentrated by stripping off the solvent under reduced pressure. 19.5 g (95.7% of theory) of 2,2-dimethyl-6-phenoxy-hexan-3-one are obtained in this manner.

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-36b585179e6b4d1b8db7f859de431403
Source dataset
uspto-grants-1990_05
Patent number
US04921529

Reaction notes

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