4,4,5,5-Tetramethyl[1,3,2]dioxaborolane → 1416853-81-0

HRID 2173029Notes

Reaction equation

HRID 2173029 reaction equation
[CH3:1][C:2]1([CH3:9])[C:6]([CH3:8])([CH3:7])[O:5][BH:4][O:3]1.C(C1C=CN=C(C2C=C(C(C)(C)C)C=CN=2)C=1)(C)(C)C.[F:30][C:31]1[CH:35]=[CH:34][S:33][CH:32]=1>CCCCCC>[F:30][C:31]1[CH:35]=[C:34]([B:4]2[O:5][C:6]([CH3:8])([CH3:7])[C:2]([CH3:9])([CH3:1])[O:3]2)[S:33][CH:32]=1

Participants

5

Reactant 3

HCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylHCID 109754213-fluorothiophene

Product 1

HCID 711438571416853-81-0

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent2×

Procedure

To a mixture of [Ir(μ-OMe(COD)](50 mg, 0.015 mmol, 3 mol %) and 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.292 g, 9.79 mmol) was added a solution of 4,4′-di-tert-butyl-2,2′-bipyridine (0.039 g, 0.147 mmol) in n-hexane (3 mL). The reaction mixture was stirred for 1 minute and then added to a vessel containing 3-fluorothiophene (0.5 g, 4.90 mmol) dissolved in hexane (3 mL). The mixture was allowed to react at room temperature for 1 hour. The mixture was subsequently evaporated and used without further work up.

Workup

  1. additionadded to a vessel
  2. customto react at room temperature for 1 hour
  3. customThe mixture was subsequently evaporated

Sources & evidence

ORD record
ord-29d37e847a664e409dc0f12faa20086a
Source dataset
uspto-grants-2015_06
Patent number
US09056873B2

Reaction notes

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