Hydrochloric Acid → HCID 67672760, compound

HRID 234263Notes

Reaction equation

HRID 234263 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-2a76c4b1b0f34d20a2b337ba533b2188
Source dataset
uspto-grants-1997_01
Patent number
US05594154

Reaction notes

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