Isopropylamine → HCID 21403341, compound

HRID 973029Notes

Reaction equation

HRID 973029 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:16]([O:17][CH2:18][CH:19]3[O:21][CH2:20]3)[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:22])=[CH:4][CH:3]=1.[CH:23]([NH2:26])([CH3:25])[CH3:24]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:16]([O:17][CH2:18][CH:19]([OH:21])[CH2:20][NH:26][CH:23]([CH3:25])[CH3:24])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:22])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 21403322HCID 21403322, compound

Product 1

HCID 21403341HCID 21403341, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2-(4-chlorophenyl)-3-(2,3-epoxypropoxy)-isoindolin-1-one (15 g.) and isopropylamine (75 cc.) in anhydrous toluene (250 cc.) is heated under reflux for 5 days. The reaction mixture is then evaporated to dryness under reduced pressure and the residue obtained is recrystallised from ethyl acetate (60 cc.). After drying, 2-(4-chlorophenyl)-3-(2-hydroxy-3-isopropylamino-propoxy)-isoindolin-1-one (13 g.), melting at 107° C., is obtained.

Workup

  1. temperatureunder reflux for 5 days
  2. customThe reaction mixture is then evaporated to dryness under reduced pressure
  3. customthe residue obtained
  4. customis recrystallised from ethyl acetate (60 cc.)
  5. customAfter drying

Sources & evidence

ORD record
ord-8f1966e79340477ba851be1a7fae3f58
Source dataset
uspto-grants-1977_10
Patent number
US04054654

Reaction notes

Loading…