1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → HCID 178450273, compound

HRID 2271529Notes

Reaction equation

HRID 2271529 reaction equation
C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1.[Br:26][C:27]1[CH:32]=[CH:31][C:30]([NH:33][CH:34]=[C:35]([C:41](=[O:45])[CH2:42][CH2:43][CH3:44])[C:36]([O:38]CC)=O)=[CH:29][CH:28]=1>>[Br:26][C:27]1[CH:28]=[C:29]2[C:30](=[CH:31][CH:32]=1)[N:33]=[CH:34][C:35]([C:41](=[O:45])[CH2:42][CH2:43][CH3:44])=[C:36]2[OH:38]

Participants

3

Reactant 2

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 178450480HCID 178450480, compound

Product 1

HCID 178450273HCID 178450273, compoundYield 187.9%

Procedure

To Dowtherm (82 mL) at 250° C. was added ethyl 2-(((4-bromophenyl)amino)methylene)-3-oxohexanoate (700 mg, 6.75 mmol) portionwise and the reaction mixture was stirred for 1.5 h. The reaction mixture was cooled to room temperature, and the precipitate was filtered and rinsed with hexanes to afford the desired product (3.73 g, 53%) as a light brown solid. ESI MS m/z 294 [C13H12BrNO2+H]+

Workup

  1. filtrationthe precipitate was filtered
  2. washrinsed with hexanes

Sources & evidence

ORD record
ord-9884d66553b3462f981cd683876a3e9d
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

Loading…