Hydrochloric Acid → HCID 67915919, compound

HRID 1196254Notes

Reaction equation

HRID 1196254 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-vinyloxycarbonylperhydro-4-isoindolone (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 taken up with ethanol (100 cc). The solution is heated to 60° C. for 2 hours and stirred for 16 hours at 25° C., then concentrated to dryness under reduced pressure (2.7 kPa). The residue is solidified with isopropyl ether and the solid is washed, drained and dried. 7,7-Bis(3-tolyl)perhydro-4-isoindolone 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-18af885dff45472fb5c13de652118b94
Source dataset
uspto-grants-1992_05
Patent number
US05112988

Reaction notes

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