Propargyl alcohol → HCID 13008219, compound

HRID 393123Notes

Reaction equation

HRID 393123 reaction equation
[CH2:1]([CH:3]([CH2:17][CH3:18])[CH2:4][C@H:5]([O:7][C:8](=[O:16])[C:9]1[CH:14]=[CH:13][C:12](I)=[CH:11][CH:10]=1)[CH3:6])[CH3:2].[CH2:19]([OH:22])[C:20]#[CH:21]>C(N(CC)CC)C.[Cu]I>[CH2:1]([CH:3]([CH2:17][CH3:18])[CH2:4][C@H:5]([O:7][C:8](=[O:16])[C:9]1[CH:14]=[CH:13][C:12]([C:21]#[C:20][CH2:19][OH:22])=[CH:11][CH:10]=1)[CH3:6])[CH3:2]

Participants

5

Reactant 2

HCID 7859Propargyl alcoholHCID 13008218HCID 13008218, compound

Product 1

HCID 13008219HCID 13008219, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 8471TriethylamineSolvent

Procedure

A schlenk tube was charged with 62.5 mg of dichlorobistriphenylphosphine palladium (II) complex and 45.5 mg of copper (I) iodide, and an atmosphere in the system was replaced with nitrogen. 31.9 Grams of p-iodobenzoic acid-(R)-3-ethyl-1-methylpentyl ester and 7.50 g of 2-propyn-1-ol were dissolved in 100 mL of dry triethylamine, and the mixture was charged into the above schlenk tube and stirred at room temperature for 1 day.

Workup

  1. additionthe mixture was charged into the above schlenk tube

Sources & evidence

ORD record
ord-1b67df47852440a5930e504a8a007445
Source dataset
uspto-grants-2004_10
Patent number
US06805921B2

Reaction notes

Loading…