Hydrochloric Acid → HCID 53654294, compound

HRID 1590186Notes

Reaction equation

HRID 1590186 reaction equation
[CH2:1]([CH:8]([CH2:12][C:13]([N:15]1[CH2:23][C@H:22]2[C@H:17]([CH2:18][CH2:19][CH2:20][CH2:21]2)[CH2:16]1)=[O:14])[C:9]([OH:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:25]O>>[CH2:1]([CH:8]([CH2:12][C:13]([N:15]1[CH2:16][C@H:17]2[C@H:22]([CH2:21][CH2:20][CH2:19][CH2:18]2)[CH2:23]1)=[O:14])[C:9]([O:11][CH3:25])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 107341222-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid

Product 1

HCID 53654294HCID 53654294, compound

Procedure

To 2-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid (100 mg) was added a 3% solution of hydrogen chloride in methanol (2 ml) and the mixture was stirred at room temperature for 16 hours. The solvent was evaporated under reduced pressure and the residue was dissolved in dichloromethane. The solution was washed successively with saturated sodium bicarbonate solution and brine, treated with activated charcoal, and dried over MgSO4. The solvent was evaporated under reduced pressure to give 91 mg of methyl 2-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionate as a colorless viscous oil.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in dichloromethane
  3. washThe solution was washed successively with saturated sodium bicarbonate solution and brine
  4. additiontreated with activated charcoal
  5. dry with materialdried over MgSO4
  6. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-1f7af927334547a689da7a856ccc9e35
Source dataset
uspto-grants-1993_04
Patent number
US05202335

Reaction notes

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