Hydrochloric Acid → 2-Phenyl-3-(3-pyrrolidinopropionyl)benzofuran

HRID 436497Notes

Reaction equation

HRID 436497 reaction equation
[C:1]1([C:7]2[O:8][C:9]3[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=3[C:11]=2[C:12](=[O:14])[CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:19]=O.[NH:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1.Cl>C(O)(C)C.C(O)C>[C:1]1([C:7]2[O:8][C:9]3[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=3[C:11]=2[C:12](=[O:14])[CH2:13][CH2:19][N:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 31268PyrrolidineHCID 130247261-(2-Phenylbenzofuran-3-yl)ethanone

Product 1

HCID 214527512-Phenyl-3-(3-pyrrolidinopropionyl)benzofuran

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3776IsopropanolSolvent

Procedure

To a solution of 23.6 grams of 2-phenyl-3-acetylbenzofuran in 70 milliliters of isopropanol was added 4.2 grams of paraformaldehyde, 10 grams of pyrrolidine and 30 milliliters of a saturated solution of hydrogen chloride in ethanol and the mixture was heated under reflux at its boiling point for 10 hours.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux at its boiling point for 10 hours

Sources & evidence

ORD record
ord-fceb410546054e4badc44089db582370
Source dataset
uspto-grants-1977_02
Patent number
US04009184

Reaction notes

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