Ethanol → HCID 23346410, compound

HRID 1856225Notes

Reaction equation

HRID 1856225 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[C:5]([C:13]([F:16])([F:15])[F:14])[C:4]=1[CH2:17]Br.C(O)C.[Na].CC1C=CC(S([NH2:33])(=O)=O)=CC=1>C(O)(=O)C.CO>[F:14][C:13]([F:16])([F:15])[C:5]1[C:6]([C:9]([F:12])([F:11])[F:10])=[CH:7][CH:8]=[C:3]2[C:4]=1[CH2:17][NH:33][CH2:2]2

Participants

7

Reactant 4

HCID 702EthanolHCID 6269P-Toluenesulfonamide2×HCID 5360545Sodium2×HCID 23346413HCID 23346413, compound

Product 1

HCID 23346410HCID 23346410, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

1,2-Bis(bromomethyl)-3,4-bis(trifluoromethyl)benzene (120 g., 0.3 mol.) in 450 ml. of ethanol is refluxed and treated with a solution of the sodium salt of p-methyl-benzene sulfonamide prepared by dissolving sodium (15.2 g., 0.66 mol.) in a mixture of p-methylbenzenesulfonamide (51.2 g., 0.3 mol.) in 650 ml. of methanol. The mixture is refluxed for two hours, cooled, neutralized with acetic acid and filtered to give 4,5-bis(trifluoromethyl)-2,3-di-hydro-1H-isoindole.

Workup

  1. customprepared
  2. temperatureThe mixture is refluxed for two hours
  3. temperaturecooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-6799b6fda33b4ab983734f83f88d7c67
Source dataset
uspto-grants-1980_08
Patent number
US04218464

Reaction notes

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