Hydrochloric Acid → HCID 67915919, compound

HRID 1029950Notes

Reaction equation

HRID 1029950 reaction equation
[C:1]1([CH3:29])[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([C:22]3[CH:23]=[C:24]([CH3:28])[CH:25]=[CH:26][CH:27]=3)[CH:15]3[CH:11]([CH2:12][N:13](C(OC=C)=O)[CH2:14]3)[C:10](=[O:21])[CH2:9][CH2:8]2)[CH:2]=1.[ClH:30]>O1CCOCC1>[ClH:30].[C:1]1([CH3:29])[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2([C:22]3[CH:23]=[C:24]([CH3:28])[CH:25]=[CH:26][CH:27]=3)[CH:15]3[CH:11]([CH2:12][NH:13][CH2:14]3)[C:10](=[O:21])[CH2:9][CH2:8]2)[CH:2]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67915896HCID 67915896, compound

Product 1

HCID 67915919HCID 67915919, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

(3aRS,7aRS)-7,7-bis-(3-tolyl)-2-vinyloxycarbonyl-4-perhydroisoindolone (7.4 g) is treated with a 6N solution (39 cc) of hydrochloric acid in dioxane for 30 minutes at 25° C. The solution is concentrated to dryness under reduced pressure (2.7 kPa) and the residue is taken up in ethanol (100 cc). The solution is heated at 60° C. for 2 hours and stirred for 16 hours at 25° C. and then concentrated to dryness under reduced pressure (2.7 kPa). The residue is solidified using isopropyl ether and the solid is washed, drained and dried. 7,7-bis-(3-Tolyl)-4-perhydroisoindolone hydrochloride (6.36 g) is obtained in the form of a yellow solid.

Workup

  1. concentrationThe solution is concentrated to dryness under reduced pressure (2.7 kPa)
  2. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)
  3. washthe solid is washed
  4. customdried

Sources & evidence

ORD record
ord-7ce345099fe842a49f0c2ffc81081e60
Source dataset
uspto-grants-1992_04
Patent number
US05102667

Reaction notes

Loading…