HCID 19595667, compound → HCID 53989278, compound

HRID 612727Notes

Reaction equation

HRID 612727 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:15]2([CH2:18][CH:19]=O)[CH2:17][CH2:16]2)[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:21]([O:23][C:24]([CH:26]=[C:27]([CH3:33])[CH2:28]P(=O)([O-])[O-])=[O:25])[CH3:22]>>[CH2:21]([O:23][C:24](=[O:25])[CH:26]=[C:27]([CH3:33])[CH:28]=[CH:19][CH2:18][C:15]1([C:7]2[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=[C:5]([C:1]([CH3:2])([CH3:4])[CH3:3])[CH:6]=2)[CH2:16][CH2:17]1)[CH3:22]

Participants

3

Reactant 2

HCID 19595667HCID 19595667, compoundHCID 86754974HCID 86754974, compound

Product 1

HCID 53989278HCID 53989278, compoundYield 97%

Procedure

The above cyclopropyl aldehyde 10 (29 mg, 0.13 mmol) and 3-ethoxycarbonyl-2-methylprop-2-enylphosphonate (215 mg, 0.82 mmol) were condensed as described for Example 1 to give 33 mg of ethyl-6-[1-(3,5-di-t-butyl phenyl)-cyclopropyl]-3-methyl-2,4-hexadienoate (11) as a pale yellow oil in 97% yield.

Workup

  1. customcondensed

Sources & evidence

ORD record
ord-fd3253936a8843da9b4bb5b420818a30
Source dataset
uspto-grants-1999_12
Patent number
US06005007

Reaction notes

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