Methanesulfonic Acid → HCID 19047558, compound

HRID 1769056Notes

Reaction equation

HRID 1769056 reaction equation
[F:1][P-:2]([F:7])([F:6])([F:5])([F:4])[F:3].[F:8][C:9]1[CH:10]=[C:11]([CH:24]=[C:25]([F:27])[CH:26]=1)[CH2:12][N+:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH:19]1OCCO1.CS(O)(=O)=O.F[P-](F)(F)(F)(F)F.[K+]>O>[F:1][P-:2]([F:7])([F:6])([F:5])([F:4])[F:3].[F:27][C:25]1[CH:26]=[C:9]([F:8])[C:10]2=[CH:19][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][N+:13]=3[CH:12]=[C:11]2[CH:24]=1

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 18946405HCID 18946405, compoundHCID 23688904Potassium hexafluorophosphate

Product 1

HCID 19047558HCID 19047558, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
110 °C

Procedure

A mixture of 1-(3,5-difluorobenzyl-2-(1,3-dioxolan-2-yl)pyridinium hexafluorophosphate (9 g; 0.021 mol), polyphosphoric acid (90 g), and 9 ml of methanesulfonic acid was heated at 110° C. for 7 hours and then stirred at room temperature overnight. The reaction mixture was poured into 200 ml of water and a warm solution of 9 g of potassium hexafluorophosphate in water was added with stirring. The resulting pale yellow solid product was filtered and dried to afford 6.5 g (86%) of 8,10-difluorobenzo [b]quinolizinium hexafluorophosphate (Formula IV: R1 =R7 =H; R2 =8,10--F2 ; X- =PF6-).

Workup

  1. stirringwith stirring
  2. filtrationThe resulting pale yellow solid product was filtered
  3. customdried

Sources & evidence

ORD record
ord-234a5f3b1744417e9b7cf31ea7760c37
Source dataset
uspto-grants-1995_01
Patent number
US05380729

Reaction notes

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