Acetic Anhydride → HCID 18958346, compound

HRID 2255015Notes

Reaction equation

HRID 2255015 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][NH:23][C:24](=[O:30])/[CH:25]=[CH:26]\[C:27]([OH:29])=O)([OH:3])=[O:2].C(OC(=O)C)(=O)C.C([O-])(=O)C.[Na+]>>[C:24]1(=[O:30])[N:23]([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:1]([OH:3])=[O:2])[C:27](=[O:29])[CH:26]=[CH:25]1

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 86747142HCID 86747142, compound

Product 1

HCID 18958346HCID 18958346, compoundYield 46.3%

Procedure

A mixture of N-(19-carboxynonadecyl)maleamic acid (500 mg, 1.22 mmoles), 3.44 ml of acetic anhydride and anhydrous sodium acetate (50.1 mg, 0.61 mmole) was reacted for 1 hour at 100° C. After the completion of reaction, the reaction mixture was treated in the same manner as in Example 1, to give 20-maleimidoeicosanoic acid (230 mg, 46%) having the following properties.

Workup

  1. customwas reacted for 1 hour at 100° C
  2. customAfter the completion of reaction
  3. additionthe reaction mixture was treated in the same manner as in Example 1

Sources & evidence

ORD record
ord-fc0f8e8e3ab44dc381bea391505d833d
Source dataset
uspto-grants-1993_08
Patent number
US05238837

Reaction notes

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