Diethyl Ether → (2-Cyclopropylethyl)(triphenyl)phosphonium iodide

HRID 576082Notes

Reaction equation

HRID 576082 reaction equation
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[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.[I:20][CH2:21][CH2:22][CH:23]1[CH2:25][CH2:24]1.C(OCC)C>C(#N)C>[I-:20].[CH:23]1([CH2:22][CH2:21][P+:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:25][CH2:24]1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 11776TriphenylphosphineHCID 22273685(2-Iodoethyl)cyclopropane

Product 1

HCID 86707285(2-Cyclopropylethyl)(triphenyl)phosphonium iodide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Triphenylphosphine (2.86 g, 10.9 mmol) was added to a solution of (2-iodoethyl)cyclopropane obtained (2.14 g, 10.9 mmol) in acetonitrile (5 mL), and the mixture was heated to reflux for 15 hr. After cooling, diethyl ether was added thereto and a precipitaed solid was collected by filtration to afford (2-cyclopropylethyl)(triphenyl)phosphonium iodide as a colorless powder (3.87 g).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 15 hr
  3. temperatureAfter cooling
  4. filtrationa precipitaed solid was collected by filtration

Sources & evidence

ORD record
ord-9edf91726e904821bb52d9be58647cf8
Source dataset
uspto-grants-2015_05
Patent number
US09035059B2

Reaction notes

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