N-Hydroxyphthalimide → 2-(cyclopropylmethoxy)-1H-isoindole-1,3(2H)-dione

HRID 1752136Notes

Reaction equation

HRID 1752136 reaction equation
[OH:1][N:2]1[C:6](=[O:7])[C:5]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:4]2[C:3]1=[O:12].[CH:13]1([CH2:16]O)[CH2:15][CH2:14]1>>[CH:13]1([CH2:16][O:1][N:2]2[C:3](=[O:12])[C:4]3[C:5](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]2=[O:7])[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 10665N-HydroxyphthalimideHCID 75644Cyclopropanemethanol

Product 1

HCID 14843102-(cyclopropylmethoxy)-1H-isoindole-1,3(2H)-dioneYield 87%

Procedure

N-Hydroxyphthalimide and cyclopropyl-methanol were reacted as described for compound LIX in Example 27, to afford LXXXVI in 87% yield. 400 MHz 1 NMR (DMSO-d6, ppm) 7.86 (4H, s), 3.97 (2H, d, J=7.4 Hz), 1.22-1.11 (1H, m), 0.61-0.48 (2H, m), 0.34-0.22 (2H, m).

Workup

  1. customto afford LXXXVI in 87% yield

Sources & evidence

ORD record
ord-d21f72b8caac42d38e888d72e2cf1012
Source dataset
uspto-grants-2015_10
Patent number
US09162992B2

Reaction notes

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