Water → HCID 178519274, compound

HRID 259581Notes

Reaction equation

HRID 259581 reaction equation
[C:1]1([C:7](=O)[CH2:8][CH2:9][CH2:10][CH2:11][C:12]([C-:14]2[CH:18]=[CH:17][CH:16]=[CH:15]2)=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH-:20]1[CH:24]=[CH:23][CH:22]=[CH:21]1.[Fe+2:25].[H-].[Na+].O>[Na]>[C-:14]1([C:12]([C:11]2[CH2:10][CH2:9][CH2:8][C:7]=2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:13])[CH:18]=[CH:17][CH:16]=[CH:15]1.[CH-:20]1[CH:24]=[CH:23][CH:22]=[CH:21]1.[Fe+2:25]

Participants

5

Reactant 3

HCID 962WaterHCID 24758Sodium hydrideHCID 178520608HCID 178520608, compound

Product 1

HCID 178519274HCID 178519274, compound

Reagents, catalysts & solvents 1

HCID 5360545SodiumSolvent

Procedure

6-Phenyl-6-oxohexanoylferrocene (5.61g; 15 mmole) in sodium dried dioxane (150 ml) was heated under reflux with sodium hydride (0.72g; 30 m mole) for 3 hr. The mixture was cooled and treated carefully with water (200 ml) when a brown solid precipitated, which was filtered off to yield 4.3g (76%) of nearly pure 1-ferrocenoyl-2-phenylcyclopentene. An analytical sample (3.7g; 69%) was obtained by one recrystallization from cyclohexane. mp 163°-164°.

Workup

  1. temperatureThe mixture was cooled
  2. customprecipitated
  3. filtrationwhich was filtered off

Sources & evidence

ORD record
ord-80aa34f4f8364f83be0d0c097f700cc6
Source dataset
uspto-grants-1977_07
Patent number
US04038413

Reaction notes

Loading…