Isoindoline → HCID 70616380, compound

HRID 1764114Notes

Reaction equation

HRID 1764114 reaction equation
C([O:4][C:5]1[CH:14]=[CH:13][C:8]([CH:9]=[CH:10][CH2:11][Cl:12])=[CH:7][CH:6]=1)(=O)C.[CH2:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17][NH:16]1>C(O)C>[ClH:12].[OH:4][C:5]1[CH:6]=[CH:7][C:8]([CH:9]=[CH:10][CH2:11][N:16]2[CH2:17][C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:15]2)=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 422478IsoindolineHCID 54287463HCID 54287463, compound

Product 1

HCID 70616380HCID 70616380, compoundYield 50.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

The process for preparing this compound will be given below along with its physical properties. A solution of 4.6 grams of p-acetoxycinnamyl chloride in 30 milliliters of ethanol is added dropwise to a solution of 6.49 grams of isoindoline in 20 milliliters of ethanol, and the resulting mixture is stirred overnight at room temperature. The precipitated crystals are collected by filtration and recrystallized from methanol to obtain 3.16 grams (yield 50%) of N-(p-hydroxycinnamyl)-isoindoline hydrochloride as crystals having a melting point of 213°-214° C. (decomposition).

Workup

  1. customThe process for preparing this compound
  2. filtrationThe precipitated crystals are collected by filtration
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-e04bcb612f514256aa221f0a303c4c7f
Source dataset
uspto-grants-1978_09
Patent number
US04115398

Reaction notes

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