Phthalimide → N-(3-Butynyl)phthalimide

HRID 965644Notes

Reaction equation

HRID 965644 reaction equation
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH2:12](O)[CH2:13][C:14]#[CH:15].C(OC(C#CCCN)=O)C>>[CH2:15]([N:5]1[C:1](=[O:11])[C:2]2=[CH:10][CH:9]=[CH:8][CH:7]=[C:3]2[C:4]1=[O:6])[CH2:14][C:13]#[CH:12]

Participants

4

Reactant 3

HCID 6809PhthalimideHCID 135663-Butyn-1-OLHCID 15530194HCID 15530194, compound

Product 1

HCID 11171619N-(3-Butynyl)phthalimideYield 84%

Procedure

The title compound was prepared according to the procedure of lyer and Liebeskind (J. Amer. Chem. Soc, 1987, 109, 2759-2770) via a Mitsunobu reaction between phthalimide and 3-butyn-1-ol in 84% yield. The product was isolated as white crystals. mp=137-139° C. (lit. mp=136-137° C.). N-(Ethoxycarbonyl)but-3-ynylamine

Workup

  1. customThe product was isolated as white crystals

Sources & evidence

ORD record
ord-47c3f604df774a589fbb08063b20dd3f
Source dataset
uspto-grants-2005_10
Patent number
US06951863B2

Reaction notes

Loading…