Tetrabutylammonium Fluoride → HCID 54149707, compound

HRID 582750Notes

Reaction equation

HRID 582750 reaction equation
[Si]([O:8][CH:9]1[CH2:13][CH:12]=[C:11]([CH2:14][C:15]#[C:16][Si](C)(C)C)[CH2:10]1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH2:14]([C:11]1[CH2:10][CH:9]([OH:8])[CH2:13][CH:12]=1)[C:15]#[CH:16]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 57131418HCID 57131418, compound

Product 1

HCID 54149707HCID 54149707, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

By using 0.85 g of (RS)-3-(3-trimethylsilyl-2-propynyl)-3-cyclopenten-1-yl (t-butyldimethylsilyl) ether and 8.5 ml of 1 M tetrahydrofuran solution of tetrabutylammonium fluoride and by the same procedures as in (5) of the intermediate preparation example 1, there was obtained 128 mg of (RS)-3-propargyl-3-cyclopenten-1-ol. Yield 37%

Sources & evidence

ORD record
ord-67bcb3d037594f9bb8556795d44c3d4d
Source dataset
uspto-grants-1999_07
Patent number
US05925676

Reaction notes

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