Trimellitic anhydride → 1H-isoindole-5-carboxylic acid, 2,3-dihydro-2-(6-hydroxyhexyl)-1,3-dioxo-

HRID 37030

Reaction equation

HRID 37030 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][OH:8].[CH:9]1[C:14]([C:15]([OH:17])=[O:16])=[CH:13][C:12]2[C:18]([O:20][C:21](=[O:22])[C:11]=2[CH:10]=1)=O>O>[O:22]=[C:21]1[C:11]2[C:12](=[CH:13][C:14]([C:15]([OH:17])=[O:16])=[CH:9][CH:10]=2)[C:18](=[O:20])[N:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][OH:8]

Participants

4

Reactant 2

HCID 11089Trimellitic anhydrideHCID 199606-Amino-1-hexanol

Product 1

HCID 199342801H-isoindole-5-carboxylic acid, 2,3-dihydro-2-(6-hydroxyhexyl)-1,3-dioxo-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 6-aminohexan-1-ol (11.7 g, 10 mmol) and 1,2,4-benzenetricarboxylic anhydride (7.68 g, 4 mmol) was heated to 175°-225° C. for 15 min or until evolution of H2O vapor stops. The melt was poured into water to give a white crystalline solid. The solid was collected by vacuum filtration and dried overnight in vacuo to give 9.1 g (78%) of analytically pure 27.

Workup

  1. customto give a white crystalline solid
  2. filtrationThe solid was collected by vacuum filtration
  3. customdried overnight in vacuo
  4. customto give 9.1 g (78%) of analytically pure 27

Sources & evidence

ORD record
ord-7c56efbd0bb2422d9852c4dbca07f4de
Source dataset
uspto-grants-1995_05
Patent number
US05419966

Linked notes

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