Water → 2-(4-Methylpent-3-en-1-yl)-1H-isoindole-1,3(2H)-dione

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Phthalimide	HCID 6809	—
Reactant	5-Bromo-2-methyl-2-pentene	HCID 137521	—
Reactant	Potassium	HCID 5462222	—
Solvent	Dimethylformamide	HCID 6228	—
Product	2-(4-Methylpent-3-en-1-yl)-1H-isoindole-1,3(2H)-dione	HCID 13263882	—

Reaction Conditions

Temperature	90 °C

Reaction Steps

To a suspension of phthalimide, potassium derivative (11.5 g, 0.062 mol) in dry dimethylformamide (60 mL) was added 1-bromo4-methyl-3-pentene (10.0 g, 0.061 mol) and the suspension was stirred under N2 at 90° C. for 4 h. The reaction mixture was poured into water (300 mL) and the precipitated solid was filtered and washed with water and the solid was dried under vacuum. Yield: 12.8 g (91%). mp 95-97° C. MS: (M+H)+=229.9.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06221334B1
Source dataset	uspto-grants-2001_04
ORD ID	ord-44070f51606a4e3fbc8be368d791005d
Source note	uspto-grants-2001_04