3-(Dimethylamino)dec-1-YN-5-one → 3-Decen-1-yn-5-one

HRID 259232Notes

Reaction equation

HRID 259232 reaction equation
CN(C)[CH:3]([CH2:6][C:7](=[O:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:4]#[CH:5]>CO.CCOCC>[CH:5]#[C:4][CH:3]=[CH:6][C:7](=[O:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 1

HCID 213126353-(Dimethylamino)dec-1-YN-5-one

Product 1

HCID 713652273-Decen-1-yn-5-one

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3-(dimethylamino)-1-decyn-5-one (2.2 g), described in Example 39, in methanol (20 ml) p-toluenesulfonic acid (1 g) is added. The solution is allowed to stay at room temperature for 5 hr. then diluted with ether. The organic layer is washed with water, dried (MgSO4) and evaporated to dryness. Chromatographic purification of the residue on 25 g silica gel with ether-hexane (1:4) affords 3-decen-1-yn-5-one.

Workup

  1. additionis added
  2. washThe organic layer is washed with water
  3. dry with materialdried (MgSO4)
  4. customevaporated to dryness
  5. customChromatographic purification of the residue on 25 g silica gel with ether-hexane (1:4)

Sources & evidence

ORD record
ord-b787c5107c2d4ab69402aa7e72417e46
Source dataset
uspto-grants-1977_07
Patent number
US04036856

Reaction notes

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