Boron trifluoride → HCID 86710507, compound

HRID 1849983Notes

Reaction equation

HRID 1849983 reaction equation
[CH2:1]([SH:4])[CH2:2][SH:3].B(F)(F)F.[Br:9][C:10]1[CH:11]=[CH:12][C:13]([Cl:30])=[C:14]([C:16]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]([F:29])([F:28])[F:27])=[CH:20][CH:19]=2)=O)[CH:15]=1.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[Br:9][C:10]1[CH:11]=[CH:12][C:13]([Cl:30])=[C:14]([C:16]2([C:18]3[CH:19]=[CH:20][C:21]([O:24][CH2:25][C:26]([F:27])([F:28])[F:29])=[CH:22][CH:23]=3)[S:4][CH2:1][CH2:2][S:3]2)[CH:15]=1

Participants

6

Reactant 4

HCID 6356Boron trifluorideHCID 10340Sodium CarbonateHCID 109021,2-EthanedithiolHCID 86710508HCID 86710508, compound

Product 1

HCID 86710507HCID 86710507, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At 0° C., ethane-1,2-dithiol (3 mL) and BF3.2HOAc (4.8 mL) were added into a solution of (5-bromo-2-chlorophenyl)(4-(2,2,2-trifluoroethoxy)phenyl)methanone (5.0 g) in dry DCM. The mixture was stirred at room temperature for 12 hours. The mixture was added with saturated Na2CO3 aqueous solution and then extracted with DCM. The organic phases were combined, dried over Na2SO4, and concentrated to obtain the crude product, then the crude product was purified by silica-gel column chromatography (PE/EA=200/1) to obtain 4 g of 2-(5-bromo-2-chlorophenyl)-2-(4-(2,2,2-trifluoroethoxy)phenyl)-1,3-dithiolane.

Workup

  1. customAt 0° C.
  2. extractionextracted with DCM
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customto obtain the crude product
  6. customthe crude product was purified by silica-gel column chromatography (PE/EA=200/1)

Sources & evidence

ORD record
ord-55ebf8b81deb4cca84bcb04b8117e8d9
Source dataset
uspto-grants-2015_02
Patent number
US08957033B2

Reaction notes

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