Ethanol → HCID 20519960, compound

HRID 2198648Notes

Reaction equation

HRID 2198648 reaction equation
[NH2:1][CH2:2][C:3]12[CH2:17][CH:10]([C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=31)[C:9]1[C:4]2=[CH:5][CH:6]=[CH:7][CH:8]=1.C(OC(=O)C)(=O)C.[CH2:25]([OH:27])[CH3:26]>O>[C:25]([C:15]12[CH2:17][CH:10]([C:11]3[CH:12]=[CH:13][CH:14]=[C:3]([CH2:2][NH2:1])[C:16]=31)[C:9]1[C:8]2=[CH:7][CH:6]=[CH:5][CH:4]=1)(=[O:27])[CH3:26]

Participants

5

Reactant 3

HCID 702EthanolHCID 7918Acetic AnhydrideHCID 10900179HCID 10900179, compound

Product 1

HCID 20519960HCID 20519960, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 9-aminomethyl-9,10-dihydro-9,10-methanoanthracene (235 mg) and acetic anhydride (217 mg) in ethanol (5.0 ml) was refluxed for 3 hours. The reaction mixture was diluted with water and extracted with ethyl acetate. The ethyl acetate extract was washed with water, aqueous sodium bicarbonate and water, dried over anhydrous sodium sulfate and evaporated to dryness to give 9-acetyl-aminomethyl-9,10-dihydro-9,10-methanoanthracene. M.P. 184°-185.5° C.

Workup

  1. extractionextracted with ethyl acetate
  2. extractionThe ethyl acetate extract
  3. washwas washed with water, aqueous sodium bicarbonate and water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-e1efb4faad0643cc994651e38ad9f24f
Source dataset
uspto-grants-1982_11
Patent number
US04358620

Reaction notes

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