Acetic Acid → HCID 86748809, compound

HRID 1648426Notes

Reaction equation

HRID 1648426 reaction equation
O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2:11].Cl.NO.[C:15]1(=[O:29])[N:19]([CH:20]([C:22]#[CH:23])[CH3:21])[C:18](=[O:24])[C:17]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:16]12.C(O)(=O)C>[OH-].[NH4+].O.CC(C)=O>[Cu+:11].[C:18]1(=[O:24])[N:19]([CH:20]([C:22]#[CH:23])[CH2-:21])[C:15](=[O:29])[C:16]2=[CH:28][CH:27]=[CH:26][CH:25]=[C:17]12

Participants

8

Reactant 4

HCID 176Acetic AcidHCID 24463Copper sulfate pentahydrateHCID 443297Hydroxyamine hydrochlorideHCID 6036332-(BUT-3-YN-2-YL)ISOINDOLINE-1,3-DIONE

Product 1

HCID 86748809HCID 86748809, compoundYield 91%

Reagents, catalysts & solvents 3

HCID 180AcetoneSolvent2×HCID 962WaterSolvent2×HCID 14923Ammonium HydroxideSolvent

Procedure

To a solution of copper sulfate pentahydrate (0.098 mol), under nitrogen, in 100 ml of 28% ammonium hydroxide and water (315 ml), hydroxylamine hydrochloride (0.175 mol) is added. After the change in color (blue to green) 62.5 ml of acetone is added. Immediately afterwards, a solution of 2-phthalimido-3-butyne (0.0875 mol) in 280 ml of acetone is added. After 5 minutes of vigorous stirring, a solution of 30.8 ml of glacial acetic acid in 455 ml of water is added. The yellow precipitate is filtered off, washed and dried in vacuo to yield the title product (yield 91%).

Workup

  1. filtrationThe yellow precipitate is filtered off
  2. washwashed
  3. customdried in vacuo

Sources & evidence

ORD record
ord-2c51e450be4e45af9b524bcf7517e26c
Source dataset
uspto-grants-1995_07
Patent number
US05436273

Reaction notes

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