Boron tribromide → HCID 67197113, compound

HRID 1013021Notes

Reaction equation

HRID 1013021 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([CH:14]=[CH:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:12][C:11]([C:22]([F:25])([F:24])[F:23])=[N:10]2)=[CH:5][CH:4]=1.B(Br)(Br)Br.C(=O)(O)[O-].[Na+]>ClCCl>[CH:14]([C:13]1[N:9]([C:6]2[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=2)[N:10]=[C:11]([C:22]([F:25])([F:24])[F:23])[CH:12]=1)=[CH:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 67196817HCID 67196817, compound

Product 1

HCID 67197113HCID 67197113, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-40 °C

Procedure

1-(4-Methoxyphenyl)-5-styryl-3-trifluoromethyl-1H-pyrazole (0.14 g, 0.4 mmol) was dissolved in dichloromethane (1.2 mL) and cooled to −40° C. Boron tribromide (1.2 mL, 1 M in dichloromethane, 1.2 mmol) was added, and the reaction was stirred overnight, warming up to room temperature. Saturated sodium bicarbonate solution was added, and the mixture was extracted with ethyl acetate. The extracts were dried over MgSO4 and concentrated. The reaction was assumed to be quantitative. LC-MS (C18H13F3N2O calculated 330) m/z 331 (M+H).

Workup

  1. temperaturewarming up to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe extracts were dried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-9e60f4cac811467b861a7bc617532158
Source dataset
uspto-grants-2011_07
Patent number
US07981896B2

Reaction notes

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