Methanol → HCID 14302396, compound

HRID 622770Notes

Reaction equation

HRID 622770 reaction equation
[F:1][C:2]([F:18])([F:17])[S:3]([NH:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15]C)[CH:10]=1)(=[O:5])=[O:4].B(Br)(Br)Br.CO>C(Cl)Cl>[F:17][C:2]([F:1])([F:18])[S:3]([NH:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([OH:15])[CH:10]=1)(=[O:4])=[O:5]

Participants

5

Reactant 3

HCID 887MethanolHCID 25134Boron tribromideHCID 14302395HCID 14302395, compound

Product 1

HCID 14302396HCID 14302396, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 12.5 g (0.044 mol) of 1,1,1-trifluoro-N-[2-(3-methoxyphenyl)ethyl]methanesulfonamide in 150 ml of methylene chloride is cooled to -40° C. A solution of boron tribromide in methylene chloride (90 ml, 0.09 mol) is added from a dropping funnel and the mixture is allowed to warm to room temperature. The solution is concentrated in vacuo to obtain a residue, which is rapidly added to 50 ml of methanol. The solution is concentrated in vacuo to obtain 11.8 g (100%) of an oil, MS (CI) 270 (M+H). The product is used without further purification in the subsequent step.

Workup

  1. concentrationThe solution is concentrated in vacuo
  2. customto obtain a residue, which
  3. concentrationThe solution is concentrated in vacuo

Sources & evidence

ORD record
ord-76ed612ba96a47db8955ca08d422f815
Source dataset
uspto-grants-1988_09
Patent number
US04772703

Reaction notes

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