Tetrabutylammonium Fluoride → HCID 21474749, compound

HRID 1901724Notes

Reaction equation

HRID 1901724 reaction equation
[Si]([O:8][CH2:9][CH:10]([N:12]1[CH2:16][CH:15]([CH2:17][O:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)[O:14][C:13]1=[O:26])[CH3:11])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[F:25][C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=1)[O:18][CH2:17][CH:15]1[O:14][C:13](=[O:26])[N:12]([CH:10]([CH3:11])[CH2:9][OH:8])[CH2:16]1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 21474791HCID 21474791, compound

Product 1

HCID 21474749HCID 21474749, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Preparation (b) was repeated, except that 0.93 g of 3-(2-t-butyldimethylsilyloxy-1-methylethyl)-5-(3-fluorophenoxymethyl)oxazolidin-2-one (prepared as described in Preparation 72), 9 ml of anhydrous tetrahydrofuran and 7.2 ml of tetrabutylammonium fluoride (26% w/v in tetrahydrofuran) were used, to give 0.63 g of the title compound having an Rf value of 0.18 (on silica gel thin layer chromatography, using ethyl acetate as the developing solvent).

Sources & evidence

ORD record
ord-ec04051154da493fafec66a31e40b528
Source dataset
uspto-grants-1996_11
Patent number
US05578620

Reaction notes

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