Tetrabutylammonium Fluoride → HCID 58562581, compound

HRID 1896848Notes

Reaction equation

HRID 1896848 reaction equation
C[Si](C)(C)[O:3][CH:4]([CH:9]1[CH2:18][CH2:17][C:12]2([O:16][CH2:15][CH2:14][O:13]2)[CH2:11][CH2:10]1)[C:5]([F:8])([F:7])[F:6].CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[F:8][C:5]([F:6])([F:7])[CH:4]([CH:9]1[CH2:10][CH2:11][C:12]2([O:13][CH2:14][CH2:15][O:16]2)[CH2:17][CH2:18]1)[OH:3]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 58562839HCID 58562839, compound

Product 1

HCID 58562581HCID 58562581, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of trimethyl(2,2,2-trifluoro-1-(1,4-dioxaspiro[4.5]decan-8-yl)ethoxy)silane (792 mg, 2.54 mmol, prepared in the previous step) in THF (10 mL) was added a TBAF (2.6 mL, 2.6 mmol, 1 M in THF) dropwise. After the complete addition, the reaction mixture was at room temperature 2 hours and then concentrated in vacuo. The residue purified by flash chromatography (silica gel, 0-100% ethyl acetate/heptane) to afford the product.

Workup

  1. additionAfter the complete addition
  2. concentrationconcentrated in vacuo
  3. customThe residue purified by flash chromatography (silica gel, 0-100% ethyl acetate/heptane)
  4. customto afford the product

Sources & evidence

ORD record
ord-0f183a952f9c4599838812717e24accf
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

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