Sodium borohydride → Cyclopenta-1,3-diene;1-cyclopenta-2,4-dien-1-ylethanol;iron(2+)

HRID 1577575Notes

Reaction equation

HRID 1577575 reaction equation
[C:1]([C-:4]1[CH:8]=[CH:7][CH:6]=[CH:5]1)(=[O:3])[CH3:2].[CH-:9]1[CH:13]=[CH:12][CH:11]=[CH:10]1.[Fe+2:14].[BH4-].[Na+]>C(O)C.O>[OH:3][CH:1]([C-:4]1[CH:8]=[CH:7][CH:6]=[CH:5]1)[CH3:2].[CH-:9]1[CH:13]=[CH:12][CH:11]=[CH:10]1.[Fe+2:14]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 178466060HCID 178466060, compound

Product 1

HCID 15242028Cyclopenta-1,3-diene;1-cyclopenta-2,4-dien-1-ylethanol;iron(2+)Yield 86.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A solution of 46.2 g (0.2 mol) of acetylferrocene in 200 ml of ethanol was added dropwise, at room temperature, to a solution of 30.4 g (0.8 mol) of sodium borohydride in 200 ml of water. The reaction mixture was stirred overnight at room temperature poured into water and the solid material which was obtained was filtered off. The product was washed and dried. 40 g of 1-hydroxyethylferrocene of melting point 69° C. were obtained in this manner.

Workup

  1. customthe solid material which was obtained
  2. filtrationwas filtered off
  3. washThe product was washed
  4. customdried

Sources & evidence

ORD record
ord-0f191ce56c6b4da28b7ea9a18c14f2b4
Source dataset
uspto-grants-1981_09
Patent number
US04288451

Reaction notes

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