Diethyl (cyanomethyl)phosphonate → (E,E)-5-[3-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2,4-pentadienenitrile

HRID 233301Notes

Reaction equation

HRID 233301 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:16]=[C:17](/[CH:21]=[CH:22]/[CH:23]=O)[CH:18]=[CH:19][CH:20]=1.[C:25]([CH2:27]P(=O)(OCC)OCC)#[N:26]>>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:16]=[C:17](/[CH:21]=[CH:22]/[CH:23]=[CH:27]/[C:25]#[N:26])[CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 75676Diethyl (cyanomethyl)phosphonateHCID 11834143(E)-3-[3-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2-propen-1-al

Product 1

HCID 23361384(E,E)-5-[3-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2,4-pentadienenitrile

Procedure

According to the method described for Reference Example 35, (E)-3-[3-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2-propen-1-al was allowed to react with diethyl cyanomethylphosphonate to give (E,E)-5-[3-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2,4-pentadienenitrile as an oily product.

Sources & evidence

ORD record
ord-548abeef98b74c07a3edaaa000799990
Source dataset
uspto-grants-1997_01
Patent number
US05591862

Reaction notes

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