Boron tribromide → HCID 22909685, compound

HRID 1078652Notes

Reaction equation

HRID 1078652 reaction equation
B(Br)(Br)Br.C[O:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:17]([C:18]3[CH:23]=[CH:22][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:20][CH:19]=3)=[CH:16][C:15]([C:28]([F:31])([F:30])[F:29])=[N:14]2)=[CH:9][CH:8]=1>ClCCl>[OH:6][C:7]1[CH:8]=[CH:9][C:10]([N:13]2[C:17]([C:18]3[CH:19]=[CH:20][C:21]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH:22][CH:23]=3)=[CH:16][C:15]([C:28]([F:29])([F:30])[F:31])=[N:14]2)=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 10524779HCID 10524779, compound

Product 1

HCID 22909685HCID 22909685, compoundYield 67.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
5 °C

Procedure

Boron tribromide (1M in dichloromethane; 11 ml) was added to an ice-cooled solution of 1-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)pyrazole (1.4 g) in dichloromethane (30 ml). The mixture was stirred at 5° C. for 2 hours and concentrated in vacuo. The residue was triturated in dilute hydrochloric acid. The obtained powder was recrystallized from ethanol to give colorless crystals of 1-(4-hydroxyphenyl)-5-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)pyrazole (0.91 g).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was triturated in dilute hydrochloric acid
  3. customThe obtained powder was recrystallized from ethanol

Sources & evidence

ORD record
ord-829ae3a1a2f24649a2cfdc49589413c3
Source dataset
uspto-grants-1996_08
Patent number
US05550147

Reaction notes

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