Triethylamine → 1-{4-[(Prop-2-en-1-yl)oxy]phenyl}-1H-pyrrole-2,5-dione

HRID 1977442Notes

Reaction equation

[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15](=[O:16])[CH2:14][CH:13](Cl)[C:12]2=[O:18])=[CH:7][CH:6]=1)[CH:2]=[CH2:3].C(N(CC)CC)C>ClCCl>[CH2:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:15](=[O:16])[CH:14]=[CH:13][C:12]2=[O:18])=[CH:9][CH:10]=1)[CH:2]=[CH2:3]

Participants

Conditions

Temperature: 10 °C

Procedure

N-(4-Allyloxyphenyl)chlorosuccinimide (265.5 g, 1 mole) was dissolved in dichloromethane (1300 ml) and cooled to 10° C. Triethylamine (101 g, 1 mole) was added in 10 min and the reaction was stirred for 10 min. The reaction mixture was washed with 1M hydrochloric acid and dried over sodium sulfate. The organic solvent was removed under reduced pressure and the solid was recrystallized from methanol.

Workup

washThe reaction mixture was washed with 1M hydrochloric acid
dry with materialdried over sodium sulfate
customThe organic solvent was removed under reduced pressure
customthe solid was recrystallized from methanol

Sources & evidence

ORD record: ord-b6c8e41bcc6b4d1a955957c5e26ebae3
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06232430B1

Reaction notes

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