Water → HCID 21412112, compound

HRID 1284230

Reaction equation

HRID 1284230 reaction equation
I[CH2:2][CH2:3][CH2:4][CH: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.CN(C)C=O.[C:25]1(=[O:35])[NH:29][C:28](=[O:30])[C:27]2=[CH:31][CH:32]=[CH:33][CH:34]=[C:26]12.[K].O>C(Cl)(Cl)Cl>[C:25]1(=[O:35])[N:29]([CH2:2][CH2:3][CH2:4][CH:5]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[CH:9]=[CH:8][C:7]3[CH:16]=[CH:17][CH:18]=[CH:19][C:6]2=3)[C:28](=[O:30])[C:27]2=[CH:31][CH:32]=[CH:33][CH:34]=[C:26]12

Participants

6

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 233288685-(3-iodopropyl)-5H-dibenzo[a,d]cyclohepteneHCID 24194345Phthalimide potassium salt

Product 1

HCID 21412112HCID 21412112, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

5-(3-Iodopropyl)-5H-dibenzo[a,d]cycloheptene, 1.8 g. (0.005 mole), is dissolved in 10 ml. of dimethylformamide. The solution is stirred while 930 mg. (0.0051 mole) of potassium phthalimide is added. When the addition is complete, the mixture is heated to 85°-90°C. for 40 minutes, then cooled, diluted with chloroform and poured into water. The chloroform layer is separated and the aqueous layer extracted further with chloroform. Evaporation of the chloroform gives the product as an oily crystalline solid. Several recrystallizations from isopropyl alcohol gave product, m.p. 125.5°-131.5°C.

Workup

  1. dissolution(0.005 mole), is dissolved in 10 ml
  2. additionWhen the addition
  3. temperaturethe mixture is heated to 85°-90°C. for 40 minutes
  4. temperaturecooled
  5. customThe chloroform layer is separated
  6. extractionthe aqueous layer extracted further with chloroform
  7. customEvaporation of the chloroform

Sources & evidence

ORD record
ord-daebcf6542354561875517679894a22a
Source dataset
uspto-grants-1976_08
Patent number
US03978121

Linked notes

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