Acetic Anhydride → N-(5-Acetyl-indan-2-YL)-4-fluoro-benzamide

HRID 1695571Notes

Reaction equation

HRID 1695571 reaction equation
[Cl-].[Cl-].[Cl-].[Al+3].[C:5](OC(=O)C)(=[O:7])[CH3:6].[CH2:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH:13]1[NH:21][C:22](=[O:30])[C:23]1[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=1>ClCCCl>[C:5]([C:18]1[CH:19]=[C:20]2[C:15](=[CH:16][CH:17]=1)[CH2:14][CH:13]([NH:21][C:22](=[O:30])[C:23]1[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=1)[CH2:12]2)(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 6451240Aluminum(III) ChlorideHCID 10131276Ave-9488

Product 1

HCID 21920974N-(5-Acetyl-indan-2-YL)-4-fluoro-benzamide

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

2.87 g (21.6 mmol) aluminum trichloride were suspended in 10 ml 1,2-dichloroethane, 500 mg (4.9 mmol) acetic anhydride and 1.0 g N-(indan-2-yl)-4-fluoro-benzamide added, and the whole was stirred for 2 h at RT. The resulting mixture was poured onto ice water/HCl, extracted with dichloromethane, the organic phase was dried with Na2SO4 and evaporated.

Workup

  1. additionThe resulting mixture was poured onto ice water/HCl
  2. extractionextracted with dichloromethane
  3. dry with materialthe organic phase was dried with Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-51f2b73e807941b2aa4986a6d5391e7e
Source dataset
uspto-grants-2012_04
Patent number
US08163751B2

Reaction notes

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