Acetic Acid → HCID 131732004, compound

HRID 333492Notes

Reaction equation

HRID 333492 reaction equation
[CH2:1]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[C:18]([C:23]3[C:24]([C:30]4[CH:35]=[CH:34][C:33]([O:36]C)=[CH:32][CH:31]=4)=[C:25]([CH3:29])[CH:26]=[CH:27][CH:28]=3)=[CH:19][CH:20]=[CH:21][CH:22]=2)=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C(O)(=O)C.I>O>[CH2:1]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[C:18]([C:23]3[C:24]([C:30]4[CH:31]=[CH:32][C:33]([OH:36])=[CH:34][CH:35]=4)=[C:25]([CH3:29])[CH:26]=[CH:27][CH:28]=3)=[CH:19][CH:20]=[CH:21][CH:22]=2)=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24841Hydrogen iodideHCID 131732005HCID 131732005, compound

Product 1

HCID 131732004HCID 131732004, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-decyl-3″-methyl-4′″-methoxyquaterphenyl of Intermediate 4 was mixed with 100 ml of acetic acid and 5 ml of 59% aqueous hydroiodic acid. The mixture was refluxed for 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 for 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-6bb562d64d7a4deb82b01b100db25d89
Source dataset
uspto-grants-2014_11
Patent number
US08883037B2

Reaction notes

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