Acetic Anhydride → HCID 15451101, compound

HRID 634908Notes

Reaction equation

HRID 634908 reaction equation
[C:1]([O:4][C:5](=O)[CH3:6])(=[O:3])[CH3:2].OCC[N:11]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([O:21][CH3:22])[CH:19]=2)[C:14]([CH3:23])=[CH:13][C:12]1([CH3:25])[CH3:24]>S(=O)(=O)(O)O>[CH3:24][C:12]1([CH3:25])[CH:13]=[C:14]([CH3:23])[C:15]2[C:20](=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[N:11]1[CH2:6][CH2:5][O:4][C:1](=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 15451100HCID 15451100, compound

Product 1

HCID 15451101HCID 15451101, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Conditions

Temperature
105 °C

Procedure

18 g (0.17 mol) acetic anhydride was added to 10 g (0.04 mol) N-(2-hydroxyethyl)-2,2,4-trimethyl-7-methoxy-1,2-dihydroquinoline. 10 drops of concentrated sulphuric acid were added to this and it was heated for 1 h to 100 to 110° C. The reaction mixture was poured onto ice and extracted with chloroform. The combined organic phases were dried over sodium sulfate and distilled. The light-yellow oil that formed had a boiling point of 140° C./10−3 mbar.

Workup

  1. additionThe reaction mixture was poured onto ice
  2. extractionextracted with chloroform
  3. dry with materialThe combined organic phases were dried over sodium sulfate
  4. distillationdistilled
  5. customThe light-yellow oil that formed

Sources & evidence

ORD record
ord-f4f66cea891d41c4bc24f95e4e01b3b5
Source dataset
uspto-grants-2001_02
Patent number
US06184379B2

Reaction notes

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