Hydrofluoric Acid → HCID 21474790, compound

HRID 1901750Notes

Reaction equation

HRID 1901750 reaction equation
F.[Si]([O:9][CH2:10][C:11]([N:14]1[CH2:18][CH:17]([CH2:19][O:20][C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=2)[O:16][C:15]1=[O:28])([CH3:13])[CH3:12])(C(C)(C)C)(C)C>C(#N)C>[Cl:27][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][CH:24]=1)[O:20][CH2:19][CH:17]1[O:16][C:15](=[O:28])[N:14]([C:11]([CH3:13])([CH3:12])[CH2:10][OH:9])[CH2:18]1

Participants

4

Reactant 2

HCID 14917Hydrofluoric AcidHCID 21474814HCID 21474814, compound

Product 1

HCID 21474790HCID 21474790, compoundYield 97.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

7 ml of a 5% w/v solution of hydrogen fluoride in acetonitrile were added dropwise to a solution of 3.84 g of 3-(2-t-butyldimethylsilyloxy-1,1-dimethylethyl)-5-(3-chlorophenoxymethyl)oxazolidin-2-one (prepared as described in Preparation 106) in 40 ml of acetonitrile, and then the mixture was stirred at room temperature for 1 hour. At the end of this time, the solvent was removed from the reaction mixture by evaporation under reduced pressure to give 2.71 g of the title compound, melting at 81° C. to 82° C.

Workup

  1. customAt the end of this time, the solvent was removed from the reaction mixture by evaporation under reduced pressure

Sources & evidence

ORD record
ord-660e4bb3b694405f93d93343a4e50da5
Source dataset
uspto-grants-1996_11
Patent number
US05578620

Reaction notes

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