Acetone → Acetone tetrahydrofuran

HRID 1805800Notes

Reaction equation

HRID 1805800 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[H+].[B-](F)(F)(F)F.[CH3:12][C:13]([CH3:15])=[O:14]>>[CH2:4]1[CH2:5][O:1][CH2:2][CH2:3]1.[CH3:12][C:13]([CH3:15])=[O:14]

Participants

4

Reactant 3

HCID 180AcetoneHCID 8028TetrahydrofuranHCID 28118Tetrafluoroboric acid

Product 1

HCID 22559816Acetone tetrahydrofuranYield 39.2%

Procedure

R,R′-atracurium besylate (100 mg, 94.8% purity) was placed in a vial. 7 mL of THF and 0.7 mL of acetone were added to the solid. The reaction mixture was stirred in an ice bath and HBF4 (48% in water, 40 μL, 1.25 eq.) was added and the solution was stirred for 5 hours in the ice bath, during which time a white solid was formed. The slurry was separated through a Buchner funnel to afford 39.2 mg (39.2% yield) of a white solid, having 97.2% purity.

Workup

  1. customwas formed
  2. customThe slurry was separated through a Buchner funnel

Sources & evidence

ORD record
ord-fa848264baba45d38bef1258d4f331e2
Source dataset
uspto-grants-2013_01
Patent number
US08354537B2

Reaction notes

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