Diethyl (cyanomethyl)phosphonate → HCID 23361383, compound

HRID 233298Notes

Reaction equation

HRID 233298 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:20]=[CH:19][C:18](/[C:21](/[CH3:25])=[CH:22]/[CH:23]=O)=[CH:17][CH:16]=1.[C:26]([CH2:28]P(=O)(OCC)OCC)#[N:27]>>[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]=[CH:17][C:18](/[C:21](/[CH3:25])=[CH:22]/[CH:23]=[CH:28]/[C:26]#[N:27])=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 75676Diethyl (cyanomethyl)phosphonateHCID 18546119HCID 18546119, compound

Product 1

HCID 23361383HCID 23361383, compound

Procedure

According to the method described for Reference Example 35, (E)-3-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2-buten-1-al was allowed to react with diethyl cyanomethylphosphonate gave (E,E)-5-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]-2,4-hexadienenitrile. Recrystallization from ethyl acetate--hexane gave colorless prisms, m.p.134°-136° C.

Sources & evidence

ORD record
ord-41e8f0ea0b6c4cc49372dee7454207ec
Source dataset
uspto-grants-1997_01
Patent number
US05591862

Reaction notes

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