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Benzyl acetone → (E)-1-(3-ethyl-4-pyridyl)-2-methyl-4-phenyl-1-butene

HRID 257491
Notes
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Reaction equation

HRID 257491 reaction equation
[CH2:1]([CH2:8][C:9](=O)[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:12]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][C:19]=1[CH3:20])[CH3:13]>>[CH2:12]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][C:19]=1/[CH:20]=[C:9](\[CH3:10])/[CH2:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:13]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 17355Benzyl acetoneHCID 682543-Ethyl-4-methylpyridine

Product 1

HCID 14883803(E)-1-(3-ethyl-4-pyridyl)-2-methyl-4-phenyl-1-buteneYield 69.5%

Procedure

The procedure of Example 41 was repeated with the exception that 3.5 g of benzyl acetone in place of cinnamic aldehyde and 2.26 g of 3-ethyl-4-methylpyridine were used in Example 41, to obtain 3.26 g (yield: 59.8%) of (E)-1-(3-ethyl-4-pyridyl)-2-methyl-4-phenyl -1-butene (hereinafter referred to as compound 55) and o.95 g (yield: 17.4%) of (Z)-1-(3-ethyl-4-pyridyl)-2-methyl-4-phenyl-1-butene (hereinafter referred to as compound 56). The analytical results are shown below.

Sources & evidence

ORD record
ord-8b990d7f82d54f9b834fc6ef6159ea3e
Source dataset
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05262420

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes