Phthalic Anhydride → HCID 20352254, compound

HRID 371934Notes

Reaction equation

HRID 371934 reaction equation
[C:1]1([C:7]23[CH2:12][CH:11]2[CH2:10][NH:9][CH2:8]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:13]1(=[O:23])[O:18][C:16](=[O:17])[C:15]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:14]12>C1(C)C=CC=CC=1>[C:1]1([C:7]23[CH2:12][CH:11]2[CH2:10][N:9]([C:13]([C:14]2[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=2[C:16]([OH:18])=[O:17])=[O:23])[CH2:8]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 101300941-Phenyl-3-azabicyclo[3.1.0]hexane

Product 1

HCID 20352254HCID 20352254, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 7.95 g. of 1-phenyl-3-azabicyclo-[3.1.0]hexane and 7.4 g. of phthalic anhydride in 300 ml. of toluene is refluxed for 1/2 hour and then allowed to stand overnight. The solution is extracted three times with 1N sodium hydroxide and made extremely acid with 1N hydrochloric acid. The solid which separates is extracted with chloroform, dried over magnesium sulfate, filtered and filtrate evaporated to a glass residue. This glass is triturated in hexane and filtered giving the product as a light pink solid, IR 5.85, 6.10μ.

Workup

  1. additionA mixture of 7.95 g
  2. extractionThe solution is extracted three times with 1N sodium hydroxide
  3. extractionThe solid which separates is extracted with chloroform
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customfiltrate evaporated to a glass residue
  7. customThis glass is triturated in hexane
  8. filtrationfiltered

Sources & evidence

ORD record
ord-a6e1f85c84b14df98a49c4cfcf93c1fd
Source dataset
uspto-grants-1978_05
Patent number
US04088652

Reaction notes

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