Water → HCID 15017609, compound

HRID 1460954Notes

Reaction equation

HRID 1460954 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]3[O:15][C:14]4[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=4[C:7]=3[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1.[CH2:20]([CH:22]1[O:24][CH2:23]1)Br.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[O:24]1[CH2:23][CH:22]1[CH2:20][O:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]3[O:15][C:14]4[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=4[C:7]=3[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 18430EpibromohydrinHCID 11989638HCID 11989638, compound

Product 1

HCID 15017609HCID 15017609, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
55 °C

Procedure

In N,N-dimethylformamide was dissolved 10.0 g of 3-hydroxy-5H-benzofuro[3,2-c]quinolin-6-one, and to the solution were added 28.0 g of epibromohydrin and 5.5 g of potassium carbonate. The mixture was stirred at 55° C. for 3 hours. Into the reaction mixture was poured water, and precipitates were collected by filtration, washed with water, and dried to obtain 11.8 g of 3-(2,3-epoxypropoxy)-5H-benzofuro[3,2-c]quinolin-6-one.

Workup

  1. customprecipitates
  2. filtrationwere collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-b72dbe5008bf4e5baaa96585b6b7561a
Source dataset
uspto-grants-1991_12
Patent number
US05073553

Reaction notes

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