Hydrochloric Acid → 136916-30-8

HRID 1196235Notes

Reaction equation

HRID 1196235 reaction equation
[C:1]1([C:7]2([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:15]3[CH:11]([CH2:12][N:13](C(OC=C)=O)[CH2:14]3)[C:10](=[O:21])[CH:9]=[CH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:28]>O1CCOCC1>[ClH:28].[C:22]1([C:7]2([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH:15]3[CH:11]([CH2:12][NH:13][CH2:14]3)[C:10](=[O:21])[CH:9]=[CH:8]2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54478848HCID 54478848, compound

Product 1

HCID 67916164136916-30-8

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

7,7-Diphenyl-2-vinyloxycarbonyl-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-one (2.6 g) is stirred in a 3N solution (30 cc) of hydrogen chloride in dioxane at room temperature for 30 minutes; the mixture is concentrated to dryness under reduced pressure (2.7 kPa). The residue is taken up with ethanol (50 cc) and heated to reflux for 30 minutes; the mixture is concentrated to dryness under reduced pressure (2.7 kPa). The residue is crystallized in ethyl ether (20 cc); the crystals obtained are drained and dried. 7,7-Diphenyl-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-one hydrochloride (2 g), m.p. above 260° C., is obtained.

Workup

  1. concentrationthe mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  2. temperatureheated
  3. temperatureto reflux for 30 minutes
  4. concentrationthe mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  5. customThe residue is crystallized in ethyl ether (20 cc)
  6. customthe crystals obtained
  7. customdried

Sources & evidence

ORD record
ord-4f722772d97d4b688c80ad33238a79cc
Source dataset
uspto-grants-1992_05
Patent number
US05112988

Reaction notes

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