Reaction #4151230
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c8cf4bbce17c4d8baa21e3753b29cea7No renderable structure data available
C1=CC=C(C=C1)C(=O)CN2C(=O)C3=CC=CC=C3C2=OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-phenacylisoindole-1,3-dione |
|---|---|
| IUPAC Name | — |
| CAS Number | 1032-67-3 |
| Database ID | 243038 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-phenacylisoindole-1,3-dione (CAS 1032-67-3) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 243038
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
7 reactions · 7 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c8cf4bbce17c4d8baa21e3753b29cea7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c8cf4bbce17c4d8baa21e3753b29cea7Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2-bromoacetophenone (30.0 g, 151 mmol) in DMF (120 ml) was treated with potassium phthalimide (30.8 g, 166 mmol) portionwise at ambient temperature, and then heated to 40° C. for 3.5 hr. The cooled mixture was poured into water (600 ml) and extracted with chloroform (300 ml then 100 ml). The combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml), dried over magnesium sulfate and concentrated in vacuo. The resulting cream solid was suspended in ether (100 ml), recovered by filtration, washed with ether (100 ml) and dried in vacuo to yield pure 2-phthalimido-acetophenone as a white solid (34.3 g, 86%). extracted with chloroform (300 ml The combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml) dried over magnesium sulfate concentrated in vacuo recovered by filtration washed with ether (100 ml) dried in vacuo
Source ID: ord-ec165820d4424a20b716a983caa5cadaConditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2-bromoacetophenone (30.0 g, 151 mmol) in DMF (120 ml) was treated with potassium phthalimide (30.8 g, 166 mmol) portionwise at ambient temperature, and then heated to 40° C. for 3.5 hr. The cooled mixture was poured into water (600 ml) and extracted with chloroform (300 ml then 100 ml). The combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml), dried over magnesium sulfate and concentrated in vacuo. The resulting cream solid was suspended in ether (100 ml), recovered by filtration, washed with ether (100 ml) and dried in vacuo to yield pure 2-phthalimido-acetophenone as a white solid (34.3 g, 86%). extracted with chloroform (300 ml The combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml) dried over magnesium sulfate concentrated in vacuo recovered by filtration washed with ether (100 ml) dried in vacuo
Source ID: ord-6e8ae098219249df9b35011e0df6ad9eConditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2-bromoacetophenone (30.0 g, 151 mmol) in DMF (120 ml) was treated with potassium phthalimide (30.8 g, 166 mmol) portionwise at ambient temperature, and then heated to 40° C. for 3.5 hr. The cooled mixture was poured into water (600 ml) and extracted with chloroform (300 ml then 100 ml). The combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml), dried over magnesium sulfate and concentrated in vacuo. The resulting cream solid was suspended in ether (100 ml), recovered by filtration, washed with ether (100 ml) and dried in vacuo to yield pure 2-phthalimido-acetophenone as a white solid (34.3 g, 86%). extracted with chloroform (300 ml The combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml) dried over magnesium sulfate concentrated in vacuo recovered by filtration washed with ether (100 ml) dried in vacuo
Source ID: ord-0a77361d9d1047db8eeb409ef7332cb0Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A 250 ml round-bottomed flask equipped with a magnetic stirrer is charged with 30 g of 2-chloroacetophenone and 36.3 g of potassium phthalimide in 120 ml of DMF. After 4 h at RT, the mixture is concentrated under vacuum. The solid obtained is taken up in 120 ml of DCM and 100 ml of 1 sodium hydroxide solution. The organic phase is washed with saturated aqueous NaCl solution, dried over MgSO4, filtered and concentrated under vacuum. The solid obtained is triturated in diisopropyl ether. The insolubles are filtered off and dried under vacuum to give 42.6 g of 2-(2-oxo-2-phenylethyl)-1H-isoindole-1,3(2H)-dione in the form of a beige solid, which is used as it is in the following step. A 250 ml round-bottomed flask equipped with a magnetic stirrer the mixture is concentrated under vacuum The solid obtained The organic phase is washed with saturated aqueous NaCl solution dried over MgSO4 filtered concentrated under vacuum The solid obtained is triturated in diisopropyl ether The insolubles are filtered off dried under vacuum
Source ID: ord-4bc3d116565f4009b5804525b26c3071Conditions: temp:40.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 2-bromoacetophenone (30.0 g, 151 mmol) in DMF (120 ml) was treated with potassium phthalimide (30.8 g, 166 mmol) portionwise at ambient temperature, and then heated to 40° C. for 3.5 hr. The cooled mixture was poured into water (600 ml) and extracted with chloroform (300 ml then 100 ml). The combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml), dried over magnesium sulfate and concentrated in vacuo. The resulting cream solid was suspended in ether (100 ml), recovered by filtration, washed with ether (100 ml) and dried in vacuo to yield pure 2-phthalimido-acetophenone as a white solid (34.3 g, 86%). extracted with chloroform (300 ml The combined organic phases were washed with sodium hydroxide (200 ml, 0.2 N), water (2×100 ml) and brine (100 ml) dried over magnesium sulfate concentrated in vacuo recovered by filtration washed with ether (100 ml) dried in vacuo
Source ID: ord-ec165820d4424a20b716a983caa5cadaPubChem References
These sources are listed in the compound's public database record.
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