Boron tribromide → HCID 67197113, compound

HRID 598762Notes

Reaction equation

HRID 598762 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-e9d47cadd9494fb5a062164570c6c1ff
Source dataset
uspto-grants-2011_03
Patent number
US07897634B2

Reaction notes

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