1H-Isoindole-1,3(2H)-dione, 2-ethenyl- → Phthalimide, N-(2-formylethyl)-

HRID 1762285Notes

Reaction equation

HRID 1762285 reaction equation
[CH:1]([N:3]1[C:7](=[O:8])[C:6]2=[CH:9][CH:10]=[CH:11][CH:12]=[C:5]2[C:4]1=[O:13])=[CH2:2].C1(=O)N(C(C)[CH:20]=[O:21])C(=O)C2=CC=CC=C12>>[C:7]1(=[O:8])[N:3]([CH2:1][CH2:2][CH:20]=[O:21])[C:4](=[O:13])[C:5]2=[CH:12][CH:11]=[CH:10][CH:9]=[C:6]12

Participants

3

Reactant 2

HCID 770351H-Isoindole-1,3(2H)-dione, 2-ethenyl-HCID 1409982-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanal

Product 1

HCID 75525Phthalimide, N-(2-formylethyl)-Yield 78%

Procedure

Starting from N-vinylphthalimide, a 78% yield of the 3-phthalimidopropanaldehyde and 2-phthalimidopropanaldehyde in a ratio of 2.5:1 was obtained. The Rh-related catalyst afforded a relatively reverse selectivity.

Sources & evidence

ORD record
ord-a0557ced1faf47f68cee3e6d03491459
Source dataset
uspto-grants-1989_05
Patent number
US04831159

Reaction notes

Loading…