Tetrabutylammonium Fluoride → HCID 22262169, compound

HRID 1610187Notes

Reaction equation

HRID 1610187 reaction equation
C([Si]([O:8][CH2:9][C:10]1[C:15]2[CH:16]=[CH:17][CH2:18][CH2:19][CH2:20][C:14]=2[CH:13]=[CH:12][CH:11]=1)(C)C)(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[C:10]1([CH2:9][OH:8])[C:15]2[CH:16]=[CH:17][CH2:18][CH2:19][CH2:20][C:14]=2[CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 22262216HCID 22262216, compound

Product 1

HCID 22262169HCID 22262169, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of tert-butyl(6,7-dihydro-5H-benzo[a]cyclohepten-1-ylmethoxy)dimethylsilane (see Tetrahedron, 53, 15969-15982 (1990))(1.079 g, 3.740 mmol) in tetrahydrofuran (30 ml) was added a 1.0 M solution (3.74 ml, 3.74 mmol) of tetrabutylammonium fluoride in tetrahydrofuran, and the mixture was stirred at room temperature for 15 min. The reaction solution was concentrated and the obtained crude product was purified by silica gel column chromatography (hexane/ethyl acetate=6/1−1/1) to give the objective substance.

Workup

  1. concentrationThe reaction solution was concentrated
  2. customthe obtained crude product
  3. customwas purified by silica gel column chromatography (hexane/ethyl acetate=6/1−1/1)
  4. customto give the objective substance

Sources & evidence

ORD record
ord-0f8a49ebeea542fe8da68acb8afc6fc2
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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