N-isobutyl acetamidotriphenylphosphonium chloride → N-isobutyl 7-(3'-propenylphenyl)-(2E)-hepten-6-ynamide

HRID 1722239Notes

Reaction equation

HRID 1722239 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([C:10]#[C:11][CH2:12][CH2:13][CH:14]=O)[CH:7]=[CH:8][CH:9]=1)=[CH:2][CH3:3].[Cl-].[CH2:17]([N:21]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[C:22](=[O:24])[CH3:23])[CH:18]([CH3:20])[CH3:19]>>[CH2:17]([NH:21][C:22](=[O:24])/[CH:23]=[CH:14]/[CH2:13][CH2:12][C:11]#[C:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([CH:1]=[CH:2][CH3:3])[CH:5]=1)[CH:18]([CH3:20])[CH3:19]

Participants

3

Reactant 2

HCID 23049290N-isobutyl acetamidotriphenylphosphonium chlorideHCID 545334375-(3'-Propenylphenyl)-4-pentyn-1-al

Product 1

HCID 70372066N-isobutyl 7-(3'-propenylphenyl)-(2E)-hepten-6-ynamide

Procedure

N-isobutyl 7-(3'-propenylphenyl)-(2E)-hepten-6-ynamide was prepared from 5-(3'-propenylphenyl)-4-pentyn-1-al and N-isobutyl acetamidotriphenylphosphonium chloride as in Example 9 and semi-hydrogenated as in Example 9 to give N-isobutyl 7-(3'-propenylphenyl)-(2E,6Z)-heptadienamide.

Sources & evidence

ORD record
ord-33da9648b1b84bcea8b126ab622cf398
Source dataset
uspto-grants-1989_08
Patent number
US04855086

Reaction notes

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