Boron tribromide → HCID 58764013, compound

HRID 2387044Notes

Reaction equation

HRID 2387044 reaction equation
C[O:2][C:3]1[C:8]([CH2:9][C:10]([F:13])([F:12])[F:11])=[CH:7][CH:6]=[CH:5][C:4]=1[CH3:14].B(Br)(Br)Br>ClCCl>[CH3:14][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]([CH2:9][C:10]([F:11])([F:12])[F:13])[C:3]=1[OH:2]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 58764125HCID 58764125, compound

Product 1

HCID 58764013HCID 58764013, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Methoxy-1-methyl-3-(2,2,2-trifluoro-ethyl)-benzene (6.0 g) was dissolved in dichloromethane (100 ml) and BBr3 (100 ml) added. The reaction was allowed to stir at room temperature for 12 hrs, after which time it was quenched slowly with cHCl. The mixture was then made basic with 2N NaOH solution and the organics discarded. The aqueous was acidified with 1N HCl and the product extracted with ethyl acetate to afford the title compound as a brown oil (4.43 g). LCMS: APCI−VE=189

Workup

  1. customafter which time it was quenched slowly with cHCl
  2. extractionthe product extracted with ethyl acetate

Sources & evidence

ORD record
ord-1413d85a378a44ebb87f7da294c8177b
Source dataset
uspto-grants-2012_09
Patent number
US08268835B2

Reaction notes

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