1,1'-(Diazomethylene)bis(benzene) → HCID 178520333, compound

HRID 1390038Notes

Reaction equation

HRID 1390038 reaction equation
[OH:1][C:2]1[CH:6]=[C:5]([CH2:7][C:8]([OH:10])=[O:9])[O:4][N:3]=1.[C:11]1([C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[N+]=[N-])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CC(C)=O>[OH:1][C:2]1[CH:6]=[C:5]([CH2:7][C:8]([O:10][CH:17]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:9])[O:4][N:3]=1

Participants

4

Reactant 2

HCID 612301,1'-(Diazomethylene)bis(benzene)2×HCID 178525217HCID 178525217, compound

Product 1

HCID 178520333HCID 178520333, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To an ice-cooled solution of 5.72 g (40 mmoles) of 3-hydroxyisoxazol-5-ylacetic acid in 50 ml of acetone was added dropwise a solution of 7.76 g (40 mmoles) of diphenyldiazomethane in 50 ml of acetone. The mixture was stirred for 1 hour in an ice bath. After confirming that the red colour of the diphenyldiazomethane had disappeared, the solvent was distilled off under reduced pressure and 100 ml of diisopropyl ether were added to the residue to precipitate crystals of the title compound, melting point 105°-106° C. The yield was 9.3 g (75% of theory).

Workup

  1. distillationthe solvent was distilled off under reduced pressure and 100 ml of diisopropyl ether
  2. additionwere added to the residue
  3. customto precipitate crystals of the title compound, melting point 105°-106° C

Sources & evidence

ORD record
ord-f73fa4f2140b43c2a4a4e8abc7198b69
Source dataset
uspto-grants-1981_01
Patent number
US04247548

Reaction notes

Loading…