Hexane → HCID 131723150, compound

HRID 278836Notes

Reaction equation

HRID 278836 reaction equation
Cl.N1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][CH:9]=1.C1C=[CH:24][C:23]([O:26]C2C=CC=CC=2)=[CH:22][CH:21]=1.[CH3:33][CH2:34][CH2:35]CCC>>[OH:26][C:23]1[CH:24]=[C:18]2[C:19](=[CH:21][CH:22]=1)[C:14]([C:11]1[CH:12]=[CH:13][C:8]3[C:9](=[CH:3][C:4]4[C:34]([CH:35]=3)=[CH:33][CH:7]=[CH:6][CH:5]=4)[CH:10]=1)=[CH:15][CH:16]=[CH:17]2

Participants

4

Reactant 3

HCID 8058HexaneHCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 10176127Pyridinium chloride

Product 1

HCID 131723150HCID 131723150, compoundYield 86%

Conditions

Temperature
70 °C

Procedure

Starting material (35.0 g, 71.4 mmol), pyridine hydrochloride (72.0 g, 682 mmol), and 105 mL of phenyl ether-biphenyl eutectic were placed under nitrogen in a round bottomed flask equipped with a condenser. The reaction was refluxed for 2 days and then cooled slightly. Hexane was added to prevent the mixture from solidifying and the mixture was stirred for 30 minutes. The solid was collected by vacuum filtration. The solid product was added to an Erlenmeyer with ethanol and heated at 70° C. for 2 hours. After cooling, the solid was collected by filtration and dried in an oven to give pure product 28.5 g (86% yield). The product was sublimed prior to polymerization. Elemental analysis: calcd. for C34H22O2: C 88.30%, H, 4.80%; found: C 88.02%, H 4.91%.

Workup

  1. customwere placed under nitrogen in a round bottomed flask
  2. customequipped with a condenser
  3. temperatureThe reaction was refluxed for 2 days
  4. temperaturecooled slightly
  5. filtrationThe solid was collected by vacuum filtration
  6. additionThe solid product was added to an Erlenmeyer with ethanol
  7. temperatureAfter cooling
  8. filtrationthe solid was collected by filtration
  9. customdried in an oven

Sources & evidence

ORD record
ord-1c65301abcc244bca5654762d7143911
Source dataset
uspto-grants-2002_03
Patent number
US06361887B1

Reaction notes

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