Acetic Acid → HCID 178443548, compound

HRID 333491Notes

Reaction equation

HRID 333491 reaction equation
[CH2:1]([C@H:8]1[CH2:13][CH2:12][C@H:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[C:21]([C:27]4[CH:32]=[CH:31][C:30]([O:33]C)=[CH:29][CH:28]=4)=[C:22]([Cl:26])[CH:23]=[CH:24][CH:25]=3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].C(O)(=O)C.I>O>[CH2:1]([C@H:8]1[CH2:9][CH2:10][C@H:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[C:21]([C:27]4[CH:28]=[CH:29][C:30]([OH:33])=[CH:31][CH:32]=4)=[C:22]([Cl:26])[CH:23]=[CH:24][CH:25]=3)=[CH:16][CH:15]=2)[CH2:12][CH2:13]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24841Hydrogen iodideHCID 178443549HCID 178443549, compound

Product 1

HCID 178443548HCID 178443548, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-(trans-4-heptylcyclohexyl)-3′-chloro-4″-methoxyterphenyl of Intermediate 2 was mixed with 100 ml of acetic acid and 5 ml of 59% aqueous hydroiodic acid. The mixture was refluxed about twelve hours, cooled down to room temperature and poured into water. The product was twice extracted with methylene chloride. The combined organic layers were washed by diluted solution of sodium thiosulphate, water and dried over magnesium sulphate. After removing the solvent, the product was recrystallised from toluene-heptane mixture.

Workup

  1. temperatureThe mixture was refluxed about twelve hours
  2. extractionThe product was twice extracted with methylene chloride
  3. washThe combined organic layers were washed by diluted solution of sodium thiosulphate, water
  4. dry with materialdried over magnesium sulphate
  5. customAfter removing the solvent
  6. customthe product was recrystallised from toluene-heptane mixture

Sources & evidence

ORD record
ord-fa194d29dfec48b299db768ff94ac2a0
Source dataset
uspto-grants-2014_11
Patent number
US08883037B2

Reaction notes

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