Formaldehyde → HCID 71278572, compound

HRID 1749858Notes

Reaction equation

HRID 1749858 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:9])[CH2:7][O:8][C:4]=2[CH:3]=1.[O:12]=[C:13]1[CH2:18][NH:17][CH2:16][CH2:15][NH:14]1.[CH2:19]=O>C(O)C>[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:9])[CH2:7][O:8][C:4]=2[C:3]=1[CH2:19][N:17]1[CH2:16][CH2:15][NH:14][C:13](=[O:12])[CH2:18]1

Participants

5

Reactant 3

HCID 712Formaldehyde2×HCID 231360Piperazin-2-oneHCID 2357176-Hydroxy-3-coumaranone

Product 1

HCID 71278572HCID 71278572, compoundYield 48.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 6-hydroxybenzofuran-3(2H)-one (0.750 g, 5.00 mmol) in ethanol (5 mL) was added with 2-oxopiperazine (0.500 g, 5.00 mmol), and 37% aqueous formaldehyde (0.406 g, 5.00 mmol) at room temperature. The mixture was stirred overnight at room temperature, and then added with 37% aqueous formaldehyde (0.406 g, 5.00 mmol) at room temperature, and the mixture was refluxed for 4 hours by heating. The reaction mixture was cooled to room temperature, and then subjected to suction filtration to obtain 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)-methyl]piperazin-2-one (0.631 g, 48%) as a white solid.

Workup

  1. temperaturethe mixture was refluxed for 4 hours
  2. temperatureby heating
  3. temperatureThe reaction mixture was cooled to room temperature
  4. filtrationsubjected to suction filtration

Sources & evidence

ORD record
ord-fc3befb659c84e119de77441bef0e3cb
Source dataset
uspto-grants-2015_10
Patent number
US09156827B2

Reaction notes

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