1-Octyne → HCID 11012412, compound

HRID 720765Notes

Reaction equation

HRID 720765 reaction equation
[C:1]1([PH:7](=[O:14])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:15]#[C:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>C1(C)C=CC=CC=1>[CH:15](/[P:7](=[O:14])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[CH:16]\[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 123701-OctyneHCID 254003Diphenylphosphine oxide

Product 1

HCID 11012412HCID 11012412, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 1 ml of toluene were added 1 mmol of diphenylphosphine oxide, 1 mmol of 1-octyne and 3 molar % of RhCl(PPh3)3 as a catalyst followed by subjecting to a reaction in a nitrogen atmosphere at room temperature for 1 hour. The reaction solution is concentrated and then isolated and purified by means of liquid chromatography to give [(E)-1-octen-1-yl]diphenylphosphine oxide in a yield of 70%.

Workup

  1. customby subjecting to a reaction in a nitrogen atmosphere at room temperature for 1 hour
  2. concentrationThe reaction solution is concentrated
  3. customisolated
  4. custompurified by means of liquid chromatography

Sources & evidence

ORD record
ord-3372ba9c76144de2a6aac8e84598b6f2
Source dataset
uspto-grants-2006_11
Patent number
US07135583B2

Reaction notes

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