Water → HCID 54328416, compound

HRID 637572Notes

Reaction equation

HRID 637572 reaction equation
[CH:1]([C:5](O)([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])C#C)=[C:2]([CH3:4])[CH3:3].O1CC[CH2:16][CH2:15]1.[OH2:19]>FC(F)(F)S([O-])(=O)=O.[Ag+]>[CH3:4][C:2]([CH2:1][CH:5]=[CH:8][C:9](=[O:19])[CH2:10][CH2:11][CH2:12][CH2:15][CH3:16])=[CH2:3]

Participants

5

Reactant 3

HCID 962WaterHCID 8028TetrahydrofuranHCID 20257144HCID 20257144, compound

Product 1

HCID 54328416HCID 54328416, compound

Reagents, catalysts & solvents 1

HCID 76223Silver(I) trifluoromethanesulfonateCatalyst

Procedure

3-Isobutenyl-1-octyn-3-ol (0.180 g; 10-3 mole) is kept at a temperature in the region of 40° C. and protected from light, in the presence of silver trifluoromethanesulphonate (0.257 g; 10-3 mole) in a mixture (10 cc) of tetrahydrofuran and water (3:1 by volume). After reacting for 7 hours the reaction mixture is treated under the conditions described in Example 1. 2-Methyl-1,4-undecadien-6-one (0.132 g) is obtained, having the following characteristics:

Workup

  1. customis kept at a temperature in the region of 40° C.
  2. additionthe reaction mixture is treated under the conditions

Sources & evidence

ORD record
ord-4aa98e4ffdf0428b88a2812d35cce0b5
Source dataset
uspto-grants-1985_12
Patent number
US04556742

Reaction notes

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