Reaction #4082733
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-15593c36ae31464fb3521a14b57c8a70No renderable structure data available
C=CCCCCN1C(=O)C2=CC=CC=C2C1=OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-hex-5-enylisoindole-1,3-dione |
|---|---|
| IUPAC Name | — |
| CAS Number | 52898-33-6 |
| Database ID | 12422290 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-hex-5-enylisoindole-1,3-dione (CAS 52898-33-6) 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 12422290
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
10 reactions · 10 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-15593c36ae31464fb3521a14b57c8a70Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This example illustrates a synthesis of N-(5,6-Oxidohexyl)phthalimide (inventive compound no. 1103). 1-bromo-5-hexene (6.52 g, 40 mmol) was added to a potassium phthalimide (7.4 g, 40 mmol) suspension in 50 mL of dimethyl sulfoxide and stirred overnight. After 12 hours of stirring at room temperature, the reaction was poured into a separatory funnel containing 300 mL of water and extracted with dichloromethane (5×200 mL). The organic extracts were combined, washed with water (100 mL) and brine (100 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product obtained was further purified by flash chromatography over silica gel (eluant: 10% acetone/hexane) to yield 9.2 g (100% yield) of N-(5-Hexenyl)phthalimide (inventive compound no. 1101). After 12 hours of stirring at room temperature the reaction was poured into a separatory funnel extracted with dichloromethane (5×200 mL) washed with water (100 mL) and brine (100 mL) dried over anhydrous magnesium sulfate concentrated under reduced pressure The crude product obtained was further purified by flash chromatography over silica gel (eluant: 10% acetone/hexane)
Source ID: ord-99f0c994954d46a59fcb29e44f25afb9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A suspension of 39 g of potassium phthalimide in 150 ml of N,N-dimethylacetamide was treated at 20° C. while stirring with 27 ml of 6-bromo-1-hexene. After 4 hours, the mixture was poured into 300 ml of ice-water, extracted with ether, the organic phase was washed with 10% sodium chloride solution, dried, filtered and concentrated to dryness. There were obtained 45 g (100%) of 6-phthalimido-1-hexene, m.p. 17°-20° C. was treated at 20° C. extracted with ether the organic phase was washed with 10% sodium chloride solution dried filtered concentrated to dryness
Source ID: ord-9f8808b26aa441a2b50aeb13a06dffd9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A suspension of 39 g of potassium phthalimide in 150 ml of N,N-dimethylacetamide was treated at 20° C. while stirring with 27 ml of 6-bromo-1-hexene. After 4 hours, the mixture was poured into 300 ml of ice-water, extracted with ether, the organic phase was washed with 10% sodium chloride solution, dried, filtered and concentrated to dryness. There were obtained 45 g (100%) of 6-phthalimido-1-hexene, m.p. 17°-20° C. was treated at 20° C. extracted with ether the organic phase was washed with 10% sodium chloride solution dried filtered concentrated to dryness
Source ID: ord-9f8808b26aa441a2b50aeb13a06dffd9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This example illustrates a synthesis of N-(5,6-Oxidohexyl)phthalimide (inventive compound no. 1103). 1-bromo-5-hexene (6.52 g, 40 mmol) was added to a potassium phthalimide (7.4 g, 40 mmol) suspension in 50 mL of dimethyl sulfoxide and stirred overnight. After 12 hours of stirring at room temperature, the reaction was poured into a separatory funnel containing 300 mL of water and extracted with dichloromethane (5×200 mL). The organic extracts were combined, washed with water (100 mL) and brine (100 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product obtained was further purified by flash chromatography over silica gel (eluant: 10% acetone/hexane) to yield 9.2 g (100% yield) of N-(5-Hexenyl)phthalimide (inventive compound no. 1101). After 12 hours of stirring at room temperature the reaction was poured into a separatory funnel extracted with dichloromethane (5×200 mL) washed with water (100 mL) and brine (100 mL) dried over anhydrous magnesium sulfate concentrated under reduced pressure The crude product obtained was further purified by flash chromatography over silica gel (eluant: 10% acetone/hexane)
Source ID: ord-99f0c994954d46a59fcb29e44f25afb9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This example illustrates a synthesis of N-(5,6-Oxidohexyl)phthalimide (inventive compound no. 1103). 1-bromo-5-hexene (6.52 g, 40 mmol) was added to a potassium phthalimide (7.4 g, 40 mmol) suspension in 50 mL of dimethyl sulfoxide and stirred overnight. After 12 hours of stirring at room temperature, the reaction was poured into a separatory funnel containing 300 mL of water and extracted with dichloromethane (5×200 mL). The organic extracts were combined, washed with water (100 mL) and brine (100 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product obtained was further purified by flash chromatography over silica gel (eluant: 10% acetone/hexane) to yield 9.2 g (100% yield) of N-(5-Hexenyl)phthalimide (inventive compound no. 1101). After 12 hours of stirring at room temperature the reaction was poured into a separatory funnel extracted with dichloromethane (5×200 mL) washed with water (100 mL) and brine (100 mL) dried over anhydrous magnesium sulfate concentrated under reduced pressure The crude product obtained was further purified by flash chromatography over silica gel (eluant: 10% acetone/hexane)
Source ID: ord-99f0c994954d46a59fcb29e44f25afb9Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-15593c36ae31464fb3521a14b57c8a70Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This example illustrates a synthesis of N-(5,6-Oxidohexyl)phthalimide (inventive compound no. 1103). 1-bromo-5-hexene (6.52 g, 40 mmol) was added to a potassium phthalimide (7.4 g, 40 mmol) suspension in 50 mL of dimethyl sulfoxide and stirred overnight. After 12 hours of stirring at room temperature, the reaction was poured into a separatory funnel containing 300 mL of water and extracted with dichloromethane (5×200 mL). The organic extracts were combined, washed with water (100 mL) and brine (100 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product obtained was further purified by flash chromatography over silica gel (eluant: 10% acetone/hexane) to yield 9.2 g (100% yield) of N-(5-Hexenyl)phthalimide (inventive compound no. 1101). After 12 hours of stirring at room temperature the reaction was poured into a separatory funnel extracted with dichloromethane (5×200 mL) washed with water (100 mL) and brine (100 mL) dried over anhydrous magnesium sulfate concentrated under reduced pressure The crude product obtained was further purified by flash chromatography over silica gel (eluant: 10% acetone/hexane)
Source ID: ord-6cde0be85d314687be10b8cf7837bc8aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A suspension of 39 g of potassium phthalimide in 150 ml of N,N-dimethylacetamide was treated at 20° C. while stirring with 27 ml of 6-bromo-1-hexene. After 4 hours, the mixture was poured into 300 ml of ice-water, extracted with ether, the organic phase was washed with 10% sodium chloride solution, dried, filtered and concentrated to dryness. There were obtained 45 g (100%) of 6-phthalimido-1-hexene, m.p. 17°-20° C. was treated at 20° C. extracted with ether the organic phase was washed with 10% sodium chloride solution dried filtered concentrated to dryness
Source ID: ord-9f8808b26aa441a2b50aeb13a06dffd9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This example illustrates a synthesis of N-(5,6-Oxidohexyl)phthalimide (inventive compound no. 1103). 1-bromo-5-hexene (6.52 g, 40 mmol) was added to a potassium phthalimide (7.4 g, 40 mmol) suspension in 50 mL of dimethyl sulfoxide and stirred overnight. After 12 hours of stirring at room temperature, the reaction was poured into a separatory funnel containing 300 mL of water and extracted with dichloromethane (5×200 mL). The organic extracts were combined, washed with water (100 mL) and brine (100 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product obtained was further purified by flash chromatography over silica gel (eluant: 10% acetone/hexane) to yield 9.2 g (100% yield) of N-(5-Hexenyl)phthalimide (inventive compound no. 1101). After 12 hours of stirring at room temperature the reaction was poured into a separatory funnel extracted with dichloromethane (5×200 mL) washed with water (100 mL) and brine (100 mL) dried over anhydrous magnesium sulfate concentrated under reduced pressure The crude product obtained was further purified by flash chromatography over silica gel (eluant: 10% acetone/hexane)
Source ID: ord-99f0c994954d46a59fcb29e44f25afb9PubChem References
These sources are listed in the compound's public database record.
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