Phthalic Anhydride → 5-Phthalimido-1-pentanol

HRID 843249

Reaction equation

HRID 843249 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7].[C:8]1(=O)[O:13][C:11](=[O:12])[C:10]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:9]12>C1(C)C=CC=CC=1>[C:8]1(=[O:13])[N:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7])[C:11](=[O:12])[C:10]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:9]12

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 756345-Aminopentan-1-ol

Product 1

HCID 5948445-Phthalimido-1-pentanolYield 74%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10 g (96.9 mmol)of 5-amino-l-pentanol was dissolved in 300 ml of toluene and refluxed together with 17.2 g (116 mmol) of phthalic anhydride at 120° C. for 24 hours. The solvent was distilled off in vacuo, and the residue was purified by silica gel column chromatography (eluent; chloroform) to give 16.6 g of 5-phthalimido-1-pentanol in a yield of 74%.

Workup

  1. distillationThe solvent was distilled off in vacuo
  2. customthe residue was purified by silica gel column chromatography (eluent; chloroform)

Sources & evidence

ORD record
ord-da90dd05946f41d2845ea21ea22426b3
Source dataset
uspto-grants-2002_04
Patent number
US06376671B1

Linked notes

Loading…