Ethanol → HCID 4609183, compound

HRID 971982Notes

Reaction equation

HRID 971982 reaction equation
C(O)C.C([NH:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][C:16]#[C:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([NH:24]C(=O)C)[CH:19]=2)[CH:11]=[CH:12][CH:13]=1)(=O)C>O>[NH2:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][C:16]#[C:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([NH2:24])[CH:19]=2)[CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 54032150Acetamide, N,N′-(1-buten-3-yne-1,4-diyldi-3,1-phenylene)bis-

Product 1

HCID 4609183HCID 4609183, compoundYield 50.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 50 ml of a 28% aqueous ethanol solution was added 2.6 g (0.0084 mole) of 1,4-bis-(3-acetamidophenyl)-buta-1-ene-3-yne and the mixture was refluxed for 1 hour. After cooling to room temperature, the reaction mixture was poured into 300 ml of distilled water and extracted with three 100 ml portions of methylene chloride. Removal of the methylene chloride under reduced pressure provided a light yellow material. Recrystallization of the material from a one-to-one mixture of benzene/hexane gave 1 g (50% yield) of product (m.p. 105°-106° C.).

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. extractionextracted with three 100 ml portions of methylene chloride
  3. customRemoval of the methylene chloride under reduced pressure
  4. customprovided a light yellow material
  5. customRecrystallization of the material
  6. additionfrom a one-to-one mixture of benzene/hexane

Sources & evidence

ORD record
ord-62ba7b4357e2452f87f676656f8063a5
Source dataset
uspto-grants-1979_07
Patent number
US04162265

Reaction notes

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