Formaldehyde → HCID 59438505, compound

HRID 2177499Notes

Reaction equation

HRID 2177499 reaction equation
C([O-])(=O)C.[NH4+:5].[CH2:6]=O.CO[C:10](=[O:23])[CH2:11][CH2:12][CH:13]([N+:20]([O-:22])=[O:21])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(O)C>[N+:20]([C:13]1([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:6][NH:5][C:10](=[O:23])[CH2:11][CH2:12]1)([O-:22])=[O:21]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 517165Ammonium AcetateHCID 10727788HCID 10727788, compound

Product 1

HCID 59438505HCID 59438505, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a stirred solution of 2.11 g (26.88 mmol) ammonium acetate in 15 ml ethanol under nitrogen at room temperature, was added 980 ul (13.44 mmol) formaldehyde (37% in water), followed by a solution of 3 g (13.44 mmol) rac-4-Nitro-4-phenyl-butyric acid methyl ester in 7.5 ml ethanol. The mixture was refluxed for 26 hours then cooled to room temperature and the solvent was evaporated. Water was added. The resulting suspension was stirred for 15 minutes, filtered, rinsed with water, then with diethyl ether and dried in vacuo to provide 2.49 g (y: 84.1%) of the title compound as a white solid. MS (m/e): 221.2 (M+H).

Workup

  1. temperatureThe mixture was refluxed for 26 hours
  2. customthe solvent was evaporated
  3. additionWater was added
  4. filtrationfiltered
  5. washrinsed with water
  6. dry with materialwith diethyl ether and dried in vacuo

Sources & evidence

ORD record
ord-40a762bf7af54228940190b44eca4c1f
Source dataset
uspto-grants-2015_06
Patent number
US09067911B2

Reaction notes

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