Tetrabutylammonium Fluoride → HCID 11287493, compound

HRID 850325Notes

Reaction equation

HRID 850325 reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]([CH2:7][O:8][CH2:9][CH2:10][C:11]([CH2:13][O:14][Si](C(C)(C)C)(C)C)=[CH2:12])=[CH:5][CH:4]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C(OCC)(=O)C.CCCCCC>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][O:8][CH2:9][CH2:10][C:11]([CH2:13][OH:14])=[CH2:12])=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 19363547HCID 19363547, compound

Product 1

HCID 11287493HCID 11287493, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Combine 4-(p-methoxybenzyloxy)-2-(t-butyldimethylsilyloxymethyl)but-1-ene (1.5 g, 4.75 mmol) and a solution of tetrabutylammonium fluoride (4.75 mL, 1M, 4.75 mmol). After 2.5 hours chromatograph on silica gel eluting with 1/2 ethyl acetate/hexane to give the title compound; Rf =0.24, silica gel, 1/2 ethyl acetate/hexane.

Sources & evidence

ORD record
ord-aa500204bef14b0fa74ca570e094ab7e
Source dataset
uspto-grants-2000_01
Patent number
US06017923

Reaction notes

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