Pyridine → HCID 129676065, compound

HRID 990163Notes

Reaction equation

HRID 990163 reaction equation
[C-:1]1([CH2:6][CH2:7][OH:8])[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH-:9]1[CH:13]=[CH:12][CH:11]=[CH:10]1.[Fe+2:14].N1C=CC=CC=1.[C:21](Cl)(=[O:25])[C:22]([CH3:24])=[CH2:23]>CCOCC>[C:21]([O:8][CH2:7][CH2:6][C-:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1)(=[O:25])[C:22]([CH3:24])=[CH2:23].[CH-:9]1[CH:13]=[CH:12][CH:11]=[CH:10]1.[Fe+2:14]

Participants

5

Reactant 3

HCID 1049PyridineHCID 13528Methacryloyl chlorideHCID 158548031273-90-1

Product 1

HCID 129676065HCID 129676065, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

2-ferrocenylethyl alcohol obtained from Example 1 (0.8 g) is dissolved in 300 ml anhydrous ether and 0.4 g of pyridine are added. The solution of 0.5 ml methacryloyl chloride in 30 ml ether is added dropwise and the reaction is continued for four hours. The precipitate is removed by filtration and the ether solutions are combined, washed with 5% sodium bicarbonate, 5% hydrochloric acid, sodium bicarbonate again and dried. The ether is evaporated, leaving a brown viscous oil that is further purified by chromatography over silica (ether as eluent).

Workup

  1. customThe precipitate is removed by filtration
  2. washwashed with 5% sodium bicarbonate, 5% hydrochloric acid, sodium bicarbonate again
  3. customdried
  4. customThe ether is evaporated
  5. customleaving a brown viscous oil that
  6. customis further purified by chromatography over silica (ether as eluent)

Sources & evidence

ORD record
ord-7a2195c775b24bc3a70d6497d8115b27
Source dataset
uspto-grants-2002_10
Patent number
US06458907B1

Reaction notes

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