Trimethyl phosphite → HCID 86668475, compound

HRID 877082Notes

Reaction equation

Br[CH2:2][CH2:3][N:4]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]1=[O:14].[P:15]([O:20]C)([O:18][CH3:19])[O:16][CH3:17]>>[O:14]=[C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:12](=[O:13])[N:4]1[CH2:3][CH2:2][P:15](=[O:20])([O:18][CH3:19])[O:16][CH3:17]

Participants

Reactant 2

HCID 8472Trimethyl phosphite

HCID 113251H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-

Product 1

HCID 86668475HCID 86668475, compoundYield 61.2%

Procedure

A mixture of 2-(2-bromoethyl)isoindoline-1,3-dione (7.62 g, 30 mmol) and trimethyl phosphite (100 g) was refluxed under N2 atmosphere for 10 hours. Concentration and purification through column chromatography on silica gel (100% EtOAc) gave the desired product as a white solid (5.2 g).

Workup

temperaturewas refluxed under N2 atmosphere for 10 hours
concentrationConcentration and purification through column chromatography on silica gel (100% EtOAc)

Sources & evidence

ORD record: ord-80a421339ce743de9d2ce0ce3740f0c9
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987284B2

Reaction notes

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