Ammonia → HCID 70382170, compound

HRID 1731306Notes

Reaction equation

HRID 1731306 reaction equation
C([O:3][C:4](=O)[CH2:5][N:6]1[CH2:14][C@H:13]2[C@H:8]([CH2:9][CH2:10][CH2:11][CH2:12]2)[C:7]1=[O:15])C.[NH3:17]>CO>[O:15]=[C:7]1[C@@H:8]2[C@@H:13]([CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:14][N:6]1[CH2:5][C:4]([NH2:17])=[O:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 70382678HCID 70382678, compound

Product 1

HCID 70382170HCID 70382170, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of cis-octahydro-1-oxo-2H-isoindole-2acetic acid ethyl ester (17.79 g, 0.079 mole) in methanol (100 ml) is saturated with anhydrous ammonia and the solution is stirred 18 hours at room temperature. The solution is concentrated at reduced pressure to yield a gummy solid. Recrystallization from acetonitrile yields pure cis-octahydro-1-oxo-2H-isoindole-2-acetic acid amide, with mp 142°-144° C.

Workup

  1. concentrationThe solution is concentrated at reduced pressure
  2. customto yield a gummy solid
  3. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-3935ae080dd8437194add923796e300b
Source dataset
uspto-grants-1986_11
Patent number
US04621097

Reaction notes

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