HCID 15798843, compound → HCID 129677096, compound

HRID 431397Notes

Reaction equation

HRID 431397 reaction equation
[OH:1][CH2:2][C-:3]1[CH:7]=[CH:6][CH:5]=[CH:4]1.[CH-:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1.[Fe+2:13].[C:14]([O-])(=[O:18])[C:15]([CH3:17])=[CH2:16].[Cl-]>C(Cl)Cl>[C:14]([O:1][CH2:2][C-:3]1[CH:7]=[CH:6][CH:5]=[CH:4]1)(=[O:18])[C:15]([CH3:17])=[CH2:16].[CH-:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1.[Fe+2:13]

Participants

4

Reactant 2

HCID 15798843HCID 15798843, compoundHCID 21924245HCID 21924245, compound

Product 1

HCID 129677096HCID 129677096, compoundYield 73.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To 1.00 g (4.63 mmol) of hydroxymethylferrocene of formula (30) below dissolved in 20 ml of methylene chloride was added dropwise 0.73 g (7.00 mmol) of chloride methacrylate in 5 ml of methylene chloride. The reaction solution was washed with an aqueous solution of NaCl, dilute hydrochloric acid and an aqueous solution of dilute sodium hydroxide and dried over sodium sulfate, followed by distillation of the solvent thereby obtaining 0.97 g (3.4 mmol) of ferrocenylmethyl methacrylate of formula (31):

Workup

  1. washThe reaction solution was washed with an aqueous solution of NaCl, dilute hydrochloric acid
  2. dry with materialan aqueous solution of dilute sodium hydroxide and dried over sodium sulfate
  3. distillationfollowed by distillation of the solvent

Sources & evidence

ORD record
ord-e965427dbf9f41a6ba92a5bcd38cffa9
Source dataset
uspto-grants-2003_12
Patent number
US06657768B2

Reaction notes

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