HCID 57086168, compound → HCID 57277654, compound

HRID 582753Notes

Reaction equation

HRID 582753 reaction equation
[CH3:1][Li].[Si:3]([O:10][CH:11]1[CH2:15][CH:14]=[C:13](OS(C(F)(F)F)(=O)=O)[CH2:12]1)([C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:5])[CH3:4]>[Cu]I.C(OCC)C>[Si:3]([O:10][CH:11]1[CH2:15][CH:14]=[C:13]([CH3:1])[CH2:12]1)([C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:5])[CH3:4]

Participants

5

Reactant 2

HCID 57086168HCID 57086168, compoundHCID 178418348HCID 178418348, compound

Product 1

HCID 57277654HCID 57277654, compoundYield 41%

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 3283Diethyl EtherSolvent2×

Procedure

To an ether solution of dimethylcopper-lithium obtained by using 8.41 ml of 1.4 M diethyl ether solution of methyllithium, 1.16 g of copper (I) iodide and 15 ml of diethyl ether was added at -30° C. under nitrogen stream 700 mg of 3-trifluoromethanesulfonyloxy-3-cyclopenten-1-yl (t-butyldimethylsilyl) ether and the resulting mixture was stirred for 1 hour. The reaction liquid obtained was after-treated and purified in the same manner as in (1) of the intermediate preparation example 1 to obtain 176 mg of 3-methyl-3-cyclopenten-1-yl (t-butyldimethylsilyl) ether. Yield 41%

Workup

  1. additionwas added at -30° C. under nitrogen
  2. customThe reaction liquid
  3. customobtained
  4. additionwas after-treated
  5. custompurified in the same manner as in (1) of the intermediate preparation example 1

Sources & evidence

ORD record
ord-506e1afb65e94a11a33b6701bfaf2967
Source dataset
uspto-grants-1999_07
Patent number
US05925676

Reaction notes

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