Water → HCID 21412114, compound

HRID 1284227Notes

Reaction equation

HRID 1284227 reaction equation
[NH2:1][CH2:2][CH2:3][CH:4]=[C:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH:9]=[CH:8][C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]1=2.O.[C:21](OC(=O)C)(=[O:23])[CH3:22]>>[C:21]([NH:1][CH2:2][CH2:3][CH:4]=[C:5]1[C:6]2[CH:19]=[CH:18][CH:17]=[CH:16][C:7]=2[CH:8]=[CH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]1=2)(=[O:23])[CH3:22]

Participants

4

Reactant 3

HCID 962WaterHCID 7918Acetic Anhydride2×HCID 21412133HCID 21412133, compound

Product 1

HCID 21412114HCID 21412114, compound

Procedure

5-(3-Aminopropylidene)-5H-dibenzo[a,d]cycloheptene is dissolved in acetic anhydride and the solution is heated to refluxing for 20 minutes. The solution is then cooled and poured into a large volume of water. The mixture is stirred until the excess acetic anhydride is hydrolyzed. The product is extracted into ether, the extract washed with sodium bicarbonate solution, followed by washing with water and dried over sodium sulfate. The product is isolated by evaporating the ether.

Workup

  1. temperaturethe solution is heated
  2. temperatureto refluxing for 20 minutes
  3. temperatureThe solution is then cooled
  4. extractionThe product is extracted into ether
  5. washthe extract washed with sodium bicarbonate solution
  6. washby washing with water
  7. dry with materialdried over sodium sulfate
  8. customThe product is isolated
  9. customby evaporating the ether

Sources & evidence

ORD record
ord-176ad722a3dc48d8921a8e65a5a6d576
Source dataset
uspto-grants-1976_08
Patent number
US03978121

Reaction notes

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