Diethyl Ether → 5-Ethynyl-2-fluorophenol

HRID 2240929Notes

Reaction equation

HRID 2240929 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][Si](C(C)C)(C(C)C)C(C)C)=[CH:4][C:3]=1[OH:20].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.CCOCC>C1COCC1>[C:8]([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[C:3]([OH:20])[CH:4]=1)#[CH:9]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 2724141Tetrabutylammonium FluorideHCID 593053612-Fluoro-5-((triisopropylsilyl)ethynyl)phenol

Product 1

HCID 593053355-Ethynyl-2-fluorophenol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-fluoro-5-((triisopropylsilyl)ethynyl)phenol is dissolved in THF and tetrabutyl ammoniumflouride is added. The solution is stirred overnight at RT. Et2O is added and the solution is washed with H2O, Brine, dried, and the solvent removed. This material is used without any further purification.

Workup

  1. washthe solution is washed with H2O, Brine
  2. customdried
  3. customthe solvent removed
  4. customThis material is used without any further purification

Sources & evidence

ORD record
ord-aaa542c5d2664447b8f74091e6b99878
Source dataset
uspto-grants-2010_05
Patent number
US07723368B2

Reaction notes

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