Allyl bromide → 1-Ferrocenyl-I-methyl-1,3-butadiene

HRID 322845

Reaction equation

HRID 322845 reaction equation
[CH3:1][C:2]([C-:4]1[CH:8]=[CH:7][CH:6]=[CH:5]1)=O.[CH-:9]1[CH:13]=[CH:12][CH:11]=[CH:10]1.[Fe+2:14].C(Br)C=C.[I-].[I-].[Sm+2]>>[C-:9]1([C:5]([CH3:6])=[CH:4][CH:2]=[CH2:1])[CH:13]=[CH:12][CH:11]=[CH:10]1.[CH-:4]1[CH:8]=[CH:7][CH:6]=[CH:5]1.[Fe+2:14]

Participants

4

Reactant 3

HCID 7841Allyl bromideHCID 178466060HCID 178466060, compoundHCID 178506586HCID 178506586, compound

Product 1

HCID 1317224791-Ferrocenyl-I-methyl-1,3-butadieneYield 99%

Procedure

According to the step flow described in Example 1, about 274 mg (1.20 mmole) of ferrocenyl methyl ketone react with 242 mg (2.0 mmole) of allyl bromide and 1.77 mmole of samarium diiodide in a temperature range of about 0° C. to room temperature to produce an oil-type 1-Ferrocenyl-1-methyl-1,3-butadiene (3b) with a weight of about 302 mg (1.19 mmole) and a yield of about 99%.

Sources & evidence

ORD record
ord-d2cc93ecc2254f4f940d9c3d542781d0
Source dataset
uspto-grants-2001_04
Patent number
US06211392B1

Linked notes

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