Water → HCID 19351605, compound

HRID 1636442Notes

Reaction equation

HRID 1636442 reaction equation
[CH2:1](Br)[CH2:2][CH2:3][CH3:4].[Br:6][C:7]1[CH:8]=[CH:9][C:10]2[O:15][C:14](=[O:16])[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[C:12]([OH:23])[C:11]=2[CH:24]=1.O>CN(C)C=O.C(=O)([O-])[O-].[K+].[K+]>[Br:6][C:7]1[CH:8]=[CH:9][C:10]2[O:15][C:14](=[O:16])[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[C:12]([O:23][CH2:1][CH2:2][CH2:3][CH3:4])[C:11]=2[CH:24]=1

Participants

6

Reactant 3

HCID 962WaterHCID 8002Butyl bromideHCID 54707667HCID 54707667, compound

Product 1

HCID 19351605HCID 19351605, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 11430Potassium CarbonateSolvent

Procedure

Butyl bromide (0.05 ml) was added with stirring to a mixture of a solution of 6-bromo-4-hydroxy-3-phenyl-2H-1-benzopyran-2-one (80 mg) (Synthesis 1993, 99), in dry dimethylformamide (0.5 ml) and potassium carbonate (70 mg). The mixture was stirred for 48 hours and water (5 ml) was added. The mixture was extracted with diethyl ether and the extract washed with water, dried and evaporated under reduced pressure. The residue was washed with water and dried to give 6-bromo-4-butoxy-3-phenyl-2H-1-benzopyran-2-one, m.p. 87-9° C. (compound 29)

Workup

  1. extractionThe mixture was extracted with diethyl ether
  2. washthe extract washed with water
  3. customdried
  4. customevaporated under reduced pressure
  5. washThe residue was washed with water
  6. customdried

Sources & evidence

ORD record
ord-002419a9f4214e879b7d3b287cbea95b
Source dataset
uspto-grants-2000_03
Patent number
US06034121

Reaction notes

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