N-isobutyl acetamidotriphenylphosphonium chloride → N-isobutyl 7-thienyl-(2E)-hepten-6-ynamide

HRID 1722243Notes

Reaction equation

HRID 1722243 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]#[C:7][CH2:8][CH2:9][CH:10]=O.[Cl-].[CH2:13]([N:17]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[C:18](=[O:20])[CH3:19])[CH:14]([CH3:16])[CH3:15]>>[CH2:13]([NH:17][C:18](=[O:20])/[CH:19]=[CH:10]/[CH2:9][CH2:8][C:7]#[C:6][C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[CH:14]([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 23049290N-isobutyl acetamidotriphenylphosphonium chlorideHCID 544425635-Thienyl-4-pentyn-1-al

Product 1

HCID 23049307N-isobutyl 7-thienyl-(2E)-hepten-6-ynamide

Procedure

N-isobutyl 7-thienyl-(2E)-hepten-6-ynamide was prepared from 5-thienyl-4-pentyn-1-al and N-isobutyl acetamidotriphenyl-phosphonium chloride as in Example 9 and then converted to the title product by semihydrogenation as in Example 9.

Sources & evidence

ORD record
ord-5ae2c3d2f8664f34bc84eb5f647d4705
Source dataset
uspto-grants-1989_08
Patent number
US04855086

Reaction notes

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