Sodium hydride → HCID 21707640, compound

HRID 583628Notes

Reaction equation

HRID 583628 reaction equation
[CH3:1][C:2]1([CH3:16])[C:6]([CH3:7])=[CH:5][CH2:4][CH:3]1[CH2:8][CH:9]=[C:10]1[CH2:14][CH2:13][CH2:12][C:11]1=[O:15].[I-].[CH3:18][S+](C)(C)=O.[H-].[Na+]>>[CH3:1][C:2]1([CH3:16])[C:6]([CH3:7])=[CH:5][CH2:4][CH:3]1[CH2:8][CH:9]1[C:10]2([CH2:14][CH2:13][CH2:12][C:11]2=[O:15])[CH2:18]1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 53884120HCID 53884120, compound

Product 1

HCID 21707640HCID 21707640, compoundYield 35.1%

Procedure

13.0 g (60 mmol) of 2-[2-(2,2,3-trimethylcyclopent-3-enyl)ethylidene]cyclopentanone was cyclopropanated with 16.2 g (74 mmol) of trimethylsulfoxonium iodide and 3.6 g (75 mmol) of 50% oil suspension of sodium hydride according to Example 11a to give 4.9 g (35% yield) of 1-(2,2,3-trimethylcyclopent-3-enylmethyl)spiro[2.4]heptan-4-one.

Sources & evidence

ORD record
ord-6a85e3be4c70475d9afb5b56562df8ed
Source dataset
uspto-grants-1999_07
Patent number
US05929291

Reaction notes

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