1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → HCID 178474047, compound

HRID 2414753Notes

Reaction equation

HRID 2414753 reaction equation
C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1.C([O:30][C:31](=O)[CH:32]=[C:33]([NH:46][C:47]1[CH:52]=[CH:51][C:50]([NH:53][C:54](=[O:56])[CH3:55])=[CH:49][CH:48]=1)[C:34]1[CH:39]=[CH:38][C:37]([CH:40]2[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]2)=[CH:36][CH:35]=1)CCC>CCCCCC>[CH:40]1([C:37]2[CH:36]=[CH:35][C:34]([C:33]3[CH:32]=[C:31]([OH:30])[C:52]4[C:47](=[CH:48][CH:49]=[C:50]([NH:53][C:54](=[O:56])[CH3:55])[CH:51]=4)[N:46]=3)=[CH:39][CH:38]=2)[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45]1

Participants

4

Reactant 2

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 69203597HCID 69203597, compound

Product 1

HCID 178474047HCID 178474047, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
250 °C

Procedure

1.2 L of Dowtherm A was charged into a 2 L three neck round bottom flask equipped with a condenser, magnetic stirrer, thermocouple, heating mantle with a variable voltage controller, and a nitrogen inlet. The solvent was heated to 250° C. and 3-(4-acetylaminophenylamino)-3-(4-cyclohexylphenyl)-acrylic acid butyl ester 48 g (0.11 moles) was cautiously added in small portions. As portions were added gas was evolved and foaming occurred. Crystals of product began to form and adhere to the sides of the vessel. After all material had been added heating of the mixture was continued for 1 hour. The mixture was then cooled to room temperature and hexane added. A solid product was collected by vacuum filtration and washed with hexane. After drying in a vacuum oven, 35.7 g (90%) of product was recovered.

Workup

  1. customequipped with a condenser, magnetic stirrer
  2. temperaturethermocouple, heating mantle with a variable voltage controller, and a nitrogen inlet
  3. additionAs portions were added gas
  4. customto form
  5. additionAfter all material had been added
  6. temperatureheating of the mixture
  7. temperatureThe mixture was then cooled to room temperature
  8. filtrationA solid product was collected by vacuum filtration
  9. washwashed with hexane
  10. dry with materialAfter drying in a vacuum oven, 35.7 g (90%) of product
  11. customwas recovered

Sources & evidence

ORD record
ord-da1c9cc887ea489da4dff5a568e3d05b
Source dataset
uspto-grants-2004_11
Patent number
US06815447B2

Reaction notes

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