N-(4-methoxy-3-vinylbenzyl)phthalimide → HCID 22744589, compound

HRID 47302Notes

Reaction equation

HRID 47302 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]([CH2:7][N:8]2[C:12](=[O:13])[C:11]3=[CH:14][CH:15]=[CH:16][CH:17]=[C:10]3[C:9]2=[O:18])=[CH:5][C:4]=1[CH:21]=[CH2:22].[H][H]>O1CCCC1.[Pd]>[CH2:21]([C:4]1[CH:5]=[C:6]([CH:19]=[CH:20][C:3]=1[O:2][CH3:1])[CH2:7][N:8]1[C:9](=[O:18])[C:10]2=[CH:17][CH:16]=[CH:15][CH:14]=[C:11]2[C:12]1=[O:13])[CH3:22]

Participants

5

Reactant 2

HCID 22744604N-(4-methoxy-3-vinylbenzyl)phthalimideHCID 178418361HCID 178418361, compound

Product 1

HCID 22744589HCID 22744589, compoundYield 92.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2.75 g of N-(4-methoxy-3-vinylbenzyl)phthalimide was dissolved in 50 ml tetrahydrofuran, 0.1 g of 10% Pd—C was added thereto, and the mixture was stirred for 40 min in a hydrogen atmosphere. The reaction solution was filtered through Celite, and the filtrate was evaporated. The resulting residue was purified by silica gel column chromatography to give 2.55 g of N-(3-ethyl-4-methoxybenzyl)phthalimide.

Workup

  1. filtrationThe reaction solution was filtered through Celite
  2. customthe filtrate was evaporated
  3. customThe resulting residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-4c4e60da34da44aea93e2a58e62282d4
Source dataset
uspto-grants-2004_03
Patent number
US06699870B2

Reaction notes

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