2-Aminophenol → HCID 2768332, compound

HRID 635795Notes

Reaction equation

HRID 635795 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].Br[CH:10]1[CH2:15][CH2:14][O:13][C:11]1=[O:12].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[OH:13][CH2:14][CH2:15][CH:10]1[C:11](=[O:12])[NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[O:8]1

Participants

5

Reactant 3

HCID 58012-AminophenolHCID 11430Potassium CarbonateHCID 954632(3H)-Furanone, 3-bromodihydro-

Product 1

HCID 2768332HCID 2768332, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
75 °C

Procedure

2.18 g of 2-aminophenol and 1.1 equivalents of 2-bromo-γ-butyrolactone are mixed in 25 ml of DMF with 4 g of potassium carbonate. After 6 hours, it is heated to 75° C., poured onto water, extracted with ethyl acetate, the organic phase is dried with sodium sulfate and concentrated by evaporation. 40% yield results.

Workup

  1. additionpoured onto water
  2. extractionextracted with ethyl acetate
  3. dry with materialthe organic phase is dried with sodium sulfate
  4. concentrationconcentrated by evaporation
  5. custom40% yield results

Sources & evidence

ORD record
ord-10fffe9ef3254ce782ee3b3065bcecf6
Source dataset
uspto-grants-2001_02
Patent number
US06191127B1

Reaction notes

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