2,3,5-Triiodobenzoic acid → HCID 178436117, compound

HRID 2221156Notes

Reaction equation

HRID 2221156 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Li:9][CH:10]([CH2:12][CH3:13])[CH3:11].[CH:14]1[C:19]([I:20])=[C:18]([I:21])[C:17]([C:22]([OH:24])=[O:23])=[CH:16][C:15]=1[I:25]>C1CCCCC1.C1(C)C=CC=CC=1>[CH:14]1[C:19]([I:20])=[C:18]([I:21])[C:17]([C:22]([OH:24])=[O:23])=[CH:16][C:15]=1[I:25].[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Li:9][CH:10]([CH2:12][CH3:13])[CH3:11]

Participants

6

Reactant 3

HCID 69482,3,5-Triiodobenzoic acidHCID 7501StyreneHCID 178418400CID 53628100

Product 1

HCID 178436117HCID 178436117, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolvent2×HCID 8078CyclohexaneSolvent

Conditions

Temperature
25 °C

Procedure

1980 g of toluene were used as initial charge in a 15 l stirred tank at 25° C., and y1 g of styrene and y2 g of the 12% strength by weight solution of s-BuLi in cyclohexane were added with stirring. 10 min after this, 913 g of the 20% strength by weight solution of TIBA in toluene were added to the mixture, and the solution was cooled to 50° C. The mixture was kept at this temperature for 3 hours, and then at 23° C. for a further 10 hours.

Workup

  1. additionas initial charge in a 15 l
  2. stirringwith stirring
  3. temperaturethe solution was cooled to 50° C
  4. waitat 23° C. for a further 10 hours

Sources & evidence

ORD record
ord-96188291beeb4235984a04f8309332bc
Source dataset
uspto-grants-2008_05
Patent number
US07368504B2

Reaction notes

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