Formaldehyde → HCID 69152202, compound

HRID 2375351Notes

Reaction equation

HRID 2375351 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][NH:17][C:18](=[O:20])[CH3:19])=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH2:26]=O>C(O)(=O)C>[C:18]([N:17]1[CH2:16][CH2:15][C:12]2[C:11](=[CH:10][C:9]([C:1]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[O:8])=[CH:14][CH:13]=2)[CH2:26]1)(=[O:20])[CH3:19]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 22445845HCID 22445845, compound

Product 1

HCID 69152202HCID 69152202, compoundYield 34.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

N-[2-(4-Benzoylphenyl)ethyl]acetamide (16.46 mmol, 4.40 g) was introduced into glacial acetic acid (20 ml). Concentrated sulfuric acid (25 ml) and then formalin (49.29 mmol, 4.00 g) were slowly added thereto at 30° C. The mixture was stirred for 2 days and poured into ice-water, and the aqueous phase was extracted with ethyl acetate. The organic phase was washed with aqueous sodium carbonate solution, dried and concentrated. The residue was stirred with diethyl ether and the solid resulting therefrom was filtered off with suction. 1.6 g of the title compound were obtained as a beige-colored solid with a melting point of 110-113° C.

Workup

  1. customat 30° C
  2. extractionthe aqueous phase was extracted with ethyl acetate
  3. washThe organic phase was washed with aqueous sodium carbonate solution
  4. customdried
  5. concentrationconcentrated
  6. stirringThe residue was stirred with diethyl ether
  7. customthe solid resulting
  8. filtrationtherefrom was filtered off with suction

Sources & evidence

ORD record
ord-77f4301a5a4a4350bd680a09f31053cb
Source dataset
uspto-grants-2008_12
Patent number
US07465744B2

Reaction notes

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