Sodium Carbonate → HCID 70874058, compound

HRID 1844697Notes

Reaction equation

HRID 1844697 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[C:7]([C:15]([CH3:18])([CH3:17])[CH3:16])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[B-](F)(F)(F)[F:20].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1.C([O-])([O-])=O.[Na+].[Na+]>C(#N)C>[C:1]([C:5]1[CH:6]=[C:7]([C:15]([CH3:18])([CH3:17])[CH3:16])[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:10]=1[F:20])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 150891,3,5-Tri-tert-butylbenzeneHCID 2724933Selectfluor

Product 1

HCID 70874058HCID 70874058, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 1,3,5-tri-tert-butylbenzene (442 mg, 2.0 mmol) in ACN (20 mL) was cooled to 0° C. under N2. Selectfluor (1.06 g, 3.0 mmol) was added, keeping the temperature close to 0° C. The reaction was stirred overnight warming up to rt, poured into aq. Na2CO3 (15 mL) and extracted with Et2O (30 mL). The organic layer was washed with brine, dried with Na2SO4, filtered and evaporated to give compound P31a (430 mg, 81%).

Workup

  1. customclose to 0° C
  2. extractionextracted with Et2O (30 mL)
  3. washThe organic layer was washed with brine
  4. dry with materialdried with Na2SO4
  5. filtrationfiltered
  6. customevaporated
  7. customto give compound P31a (430 mg, 81%)

Sources & evidence

ORD record
ord-64aeeec561d9447aa808bf5b3c0739f7
Source dataset
uspto-grants-2015_02
Patent number
US08946446B2

Reaction notes

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