Tetrabutylammonium Fluoride → HCID 58562670, compound

HRID 1896849Notes

Reaction equation

HRID 1896849 reaction equation
CC(C)(C)[Si]([O:6][CH:7]([CH:18]1[CH2:27][CH2:26][C:21]2([O:25][CH2:24][CH2:23][O:22]2)[CH2:20][CH2:19]1)[C:8]([F:17])([F:16])[C:9]([F:15])([F:14])[C:10]([F:13])([F:12])[F:11])(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[F:17][C:8]([F:16])([C:9]([F:14])([F:15])[C:10]([F:11])([F:12])[F:13])[CH:7]([CH:18]1[CH2:19][CH2:20][C:21]2([O:22][CH2:23][CH2:24][O:25]2)[CH2:26][CH2:27]1)[OH:6]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 86660463HCID 86660463, compound

Product 1

HCID 58562670HCID 58562670, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of trimethyl (2,2,3,3,4,4,4-heptafluoro-1-(1,4-dioxaspiro[4.5]decan-8-yl)butoxy)trimethylsilane (265 mg, 0.643 mmol, prepared in the previous step) in THF (10 mL) was added a TBAF (0.64 mL, 0.64 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-a4eb508c9e5f4365894ceb1b898f5191
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

Loading…