N-isobutyl acetamidotriphenylphosphonium chloride → N-isobutyl-4-(3-phenyl-2-propynoxy)-(2E)-butenamide

Reaction equation

[C:1]1([C:7]#[C:8][CH2:9][O:10][CH2:11][CH:12]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[CH2:15]([N:19]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[C:20](=[O:22])[CH3:21])[CH:16]([CH3:18])[CH3:17]>>[CH2:15]([NH:19][C:20](=[O:22])/[CH:21]=[CH:12]/[CH2:11][O:10][CH2:9][C:8]#[C:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH:16]([CH3:18])[CH3:17]

Participants

Reactant 2

HCID 23049290N-isobutyl acetamidotriphenylphosphonium chloride

HCID 572377682-(3-Phenyl-2-propynoxy) ethanal

Product 1

HCID 70372314N-isobutyl-4-(3-phenyl-2-propynoxy)-(2E)-butenamide

Procedure

N-isobutyl-4-(3phenyl-2-propynoxy)-(2E)-butenamide was prepared from 2-(3-phenyl-2-propynoxy) ethanal and N-isobutyl acetamidotriphenylphosphonium chloride as in Example 9.

Sources & evidence

ORD record: ord-ce4c880f3b4a44ac93e672088947665c
Source dataset: uspto-grants-1989_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04855086

Reaction notes

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