Isopropyl iodide → HCID 20372154, compound

HRID 1284157Notes

Reaction equation

HRID 1284157 reaction equation
[NH2:1][C:2]1[CH:15]=[C:14]2[O:16][CH2:17][O:18][C:13]2=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[CH:19](I)([CH3:21])[CH3:20].C(=O)([O-])[O-].[K+].[K+]>>[CH:19]([NH:1][C:2]1[CH:15]=[C:14]2[O:16][CH2:17][O:18][C:13]2=[CH:12][C:3]=1[C:4]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[O:5])([CH3:21])[CH3:20]

Participants

4

Reactant 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 23505677HCID 23505677, compound

Product 1

HCID 20372154HCID 20372154, compound

Procedure

To a flask equipped with a stirrer and condenser are charged 80 g. of 2-amino-4,5-methylenedioxybenzophenone, 600 ml. of isopropyliodide and 80 g. anhydrous potassium carbonate. The mixture is stirred and refluxed for ca. 48 hours, cooled to room temperature, filtered and concentrated in vacuo on a rotary evaporator. The residue is dissolved in 1:1 chloroform-hexane and chromatographed through a silica gel (500 g.) column with the same solvent system. There is obtained 2-isopropylamino-4,5-methylenedioxybenzophenone, which, when recrystallized from ethanol, has a melting point of 77-78°C.

Workup

  1. customTo a flask equipped with a stirrer and condenser
  2. additionare charged 80 g
  3. temperaturerefluxed for ca. 48 hours
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo on a rotary evaporator
  6. dissolutionThe residue is dissolved in 1:1 chloroform-hexane
  7. customchromatographed through a silica gel (500 g.) column with the same solvent system

Sources & evidence

ORD record
ord-3c3a40913196471780c60601bf216035
Source dataset
uspto-grants-1976_08
Patent number
US03978086

Reaction notes

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