Formaldehyde → HCID 54189099, compound

HRID 52196Notes

Reaction equation

HRID 52196 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[N:9]3[C:13](=[CH:14][CH:15]=2)[C:12](=[O:16])[CH2:11][CH2:10]3)=[O:7])=[CH:4][CH:3]=1.[CH2:19]=O.[Cl-].[CH3:22][NH:23][CH3:24]>C1C=CC=CC=1>[CH3:22][N:23]([CH2:19][CH:11]1[CH2:10][N:9]2[C:13](=[CH:14][CH:15]=[C:8]2[C:6](=[O:7])[C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:18][CH:17]=2)[C:12]1=[O:16])[CH3:24]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 22328163HCID 22328163, compoundHCID 541992345-(4-Chlorobenzoyl)-1, 2-dihydro-1-pyrrolizinone

Product 1

HCID 54189099HCID 54189099, compoundYield 113.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 10 g compound (3), paraformaldehyde 1.6 g and dimethylamine chloride 4 g in 400 ml benzene was refluxed with stirring for 10 hours. After cooling to room temperature, the mixture was filtered by suction, a solid was obtained. The solid obtained was recrystallized from absolute ethanol, and 13.8 g of (4) was obtained as a white powder, mp 182°-183° C., yield 84%.

Workup

  1. temperaturewas refluxed
  2. filtrationthe mixture was filtered by suction
  3. customa solid was obtained
  4. customThe solid obtained
  5. customwas recrystallized from absolute ethanol

Sources & evidence

ORD record
ord-7e2ebfc228f3430cb11aef0313acb617
Source dataset
uspto-grants-1997_04
Patent number
US05616604

Reaction notes

Loading…