Tetrabutylammonium Fluoride → HCID 69883381, compound

HRID 2084060Notes

Reaction equation

HRID 2084060 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH:3]1[C:8]1[CH:16]=[C:15]2[C:11]([CH:12]=[CH:13][N:14]2[Si](C(C)C)(C(C)C)C(C)C)=[CH:10][CH:9]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1.ClCCl>[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH:3]1[C:8]1[CH:16]=[C:15]2[C:11]([CH:12]=[CH:13][NH:14]2)=[CH:10][CH:9]=1

Participants

5

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 69883351HCID 69883351, compound

Product 1

HCID 69883381HCID 69883381, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 6-(N-methylpiperazinyl)-1-triisopropylsilyl indole (237 mg, 0.64 mmol) in 1 ml of THF, 1M TBAF (0.64 ml, 0.64 mmol) was added dropwise at room temperature. After 30 mins, the mixture was diluted with dichloromethane and washed 3 times with water to give the title product (100.6 mg, 73% yield).

Workup

  1. washwashed 3 times with water

Sources & evidence

ORD record
ord-4defd6d3cab841d9865d5ca496045eac
Source dataset
uspto-grants-2004_04
Patent number
US06716837B1

Reaction notes

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