Phthalic Anhydride → 1H-Isoindole-1,3(2H)-dione, 2-octadecyl-

HRID 1952793Notes

Reaction equation

[C:1]1(=[O:11])[O:6][C:4](=O)[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH2:12]([NH2:30])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>>[CH2:12]([N:30]1[C:1](=[O:11])[C:2]2[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4]1=[O:6])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Participants

Reactant 2

HCID 6811Phthalic Anhydride

HCID 15793Octadecylamine

Product 1

HCID 34953441H-Isoindole-1,3(2H)-dione, 2-octadecyl-Yield 89%

Procedure

Phthalic anhydride (1.00 g) and octadecylamine (1.82 g) were stirred for 1 hour at 110° C. The reaction mixture was purified by silica gel column chromatography (silica gel 34 g, chloroform:methanol=20:1), thereby yielding 2.40 g of the aimed compound as white crystals.

Workup

customThe reaction mixture was purified by silica gel column chromatography (silica gel 34 g, chloroform:methanol=20:1)

Sources & evidence

ORD record: ord-21eb041e01064c3c8bfaeab295eb43cc
Source dataset: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06114325

Reaction notes

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