Pyridine → HCID 14916058, compound

HRID 400231Notes

Reaction equation

HRID 400231 reaction equation
N1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:7]([O:10][C:11](=[O:13])[CH3:12])(=O)[CH3:8].[CH3:14][CH2:15][O:16][CH2:17][CH3:18]>ClCCl>[C:11]([O:10][CH2:7]/[CH:8]=[CH:14]\[CH2:15][O:16][CH2:17][C:18]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 1049PyridineHCID 3283Diethyl EtherHCID 7918Acetic Anhydride

Product 1

HCID 14916058HCID 14916058, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred solution of compound A (7.13 g, 40 mmol), pyridine (7.5 mL) in dichloromethane (30 mL) was treated with acetic anhydride (5 g, 49 mmol). After 24 hours the mixture was diluted with ether (150 mL) and washed with water (50 mL), saturated copper sulfate solution (25 mL,3x), dried (magnesium sulfate), filtered and concentrated. The residue was coevaporated with toluene (10 mL, 3x) to obtain the title compound (5.93 g) as a colorless oil.

Workup

  1. washwashed with water (50 mL), saturated copper sulfate solution (25 mL,3x)
  2. dry with materialdried (magnesium sulfate)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-11613cb558e4431fb8fcab6ff30d0659
Source dataset
uspto-grants-1998_10
Patent number
US05827868

Reaction notes

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