Nonylamine → HCID 512825, compound

HRID 1016511Notes

Reaction equation

HRID 1016511 reaction equation
[C:1]1(=[O:8])O[C:5](=[O:6])[CH2:4][C:2]1=[CH2:3].[CH2:9]([NH2:18])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>N1C=CC=CC=1>[CH2:3]=[C:2]1[CH2:4][C:5](=[O:6])[N:18]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:1]1=[O:8]

Participants

4

Reactant 2

HCID 16215NonylamineHCID 75110Itaconic Anhydride

Product 1

HCID 512825HCID 512825, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
90 °C

Procedure

A solution of itaconic anhydride (0.1 M) in pyridine (20 ml)was treated with nonylamine (0.1 M). The reaction mixture was heated to 90° C. for six hours. The reaction mixture was then concentrated in vacuo and the residue was extracted into ethyl acetate. The ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid, then dried over sodium sulphate and finally concentrated in vacuo. The residue obtained was chromatographed over silica gel to afford the desired product.

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. extractionthe residue was extracted into ethyl acetate
  3. washThe ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid
  4. dry with materialdried over sodium sulphate
  5. concentrationfinally concentrated in vacuo
  6. customThe residue obtained
  7. customwas chromatographed over silica gel

Sources & evidence

ORD record
ord-5dbdaa02991249fa967ab8a6a10cff23
Source dataset
uspto-grants-2002_11
Patent number
US06476053B1

Reaction notes

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