HCID 86754038, compound → HCID 70094046, compound

HRID 442801Notes

Reaction equation

HRID 442801 reaction equation
[C:1]([C:3]1[CH:28]=[CH:27][C:6]([C:7]([CH:9]([CH:13]2[C:26]3C=CC=C[C:21]=3[O:20][C:19]3[C:14]2=[CH:15][CH:16]=[CH:17][CH:18]=3)C([O-])=O)=[O:8])=[CH:5][CH:4]=1)#[N:2]>CS(C)=O.O>[O:20]1[C:19]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH:13]([CH2:9][C:7]([C:6]2[CH:27]=[CH:28][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)=[O:8])[CH:26]=[CH:21]1

Participants

4

Reactant 1

HCID 86754038HCID 86754038, compound

Product 1

HCID 70094046HCID 70094046, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent2×

Conditions

Temperature
190 °C

Procedure

2-(4-Cyanobenzoyl)-2-(9H-xanthen-9-yl)acetate (8.1 g, 20.4 mmol) was dissolved in dimethylsulfoxide (100 ml),water (0.74 ml) was added and the resulting solution heated at 190° C., under N2 for 45 min. The cooled yellow solution was diluted with water and then extracted with ethyl acetate, washing with water then drying over magnesium sulphate, filtration and evaporation in vacuo gave 4-[2-(4H-benzopyran-4-yl)acetyl]benzonitrile as a yellow solid, m.p. 111° C.

Workup

  1. extractionextracted with ethyl acetate
  2. washwashing with water
  3. dry with materialthen drying over magnesium sulphate, filtration and evaporation in vacuo

Sources & evidence

ORD record
ord-ed37eceb29894e23960a0c455b057ce1
Source dataset
uspto-grants-1999_04
Patent number
US05891899

Reaction notes

Loading…