Hydrochloric Acid → HCID 67672760, compound

HRID 1493054Notes

Reaction equation

HRID 1493054 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[CH:5]=[CH:6][C:7]1([CH3:23])[CH2:11][C:10]2[C:12]([CH3:22])=[C:13]([NH:18]C(=O)C)[C:14]([CH3:17])=[C:15]([CH3:16])[C:9]=2[O:8]1)C.[ClH:25]>CO>[ClH:25].[NH2:18][C:13]1[C:14]([CH3:17])=[C:15]([CH3:16])[C:9]2[O:8][C:7]([CH:6]=[CH:5][C:4]([O:3][CH3:1])=[O:24])([CH3:23])[CH2:11][C:10]=2[C:12]=1[CH3:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54379595HCID 54379595, compound

Product 1

HCID 67672760HCID 67672760, compoundYield 74.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-[5-Acetylamino-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-yl] acrylic acid ethyl ester (0.5 g, 1.58 mmol) was dissolved in methanol (5 ml). Conc. hydrochloric acid (5 ml) was added to the solution and the mixture was heated under reflux for 1 hour. The reaction mixture was cooled and the crystals precipitated were filtered. The crude crystals obtained were recrystallized from ethanol-isopropyl ether to obtain the desired compound (0.35 g, yield: 74.7% yield), m.p. 225°-234° C. (dec.).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. temperatureThe reaction mixture was cooled
  4. customthe crystals precipitated
  5. filtrationwere filtered
  6. customThe crude crystals obtained
  7. customwere recrystallized from ethanol-isopropyl ether

Sources & evidence

ORD record
ord-06768a775aa84d55920170ce347b849d
Source dataset
uspto-grants-1994_12
Patent number
US05376681

Reaction notes

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