Triphenylphosphine → (2-Cyclohexyl-ethyl)-triphenyl-phosphonium iodide

HRID 2103587Notes

Reaction equation

[I:1][CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.[C:10]1([P:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1(C)C=CC=CC=1>[I-:1].[CH:4]1([CH2:3][CH2:2][P+:16]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

Conditions

Temperature: 80 °C

Procedure

Dissolve (2-iodo-ethyl)-cyclohexane (3.0 g, 12.5 mmol) in toluene, add triphenyl-phosphine (3.1 g, 11.9 mmol) and stir at 80° C. over night. Cool the reaction mixture down to room temperature and isolate the product by filtration as a white solid (4.75 g). 1H-NMR (CDCl3) δ=0.78-0.96 (m, 2H), 1.01-1.34 (m, 3H), 1.44-1.74 (m, 2H), 3.56-3.70 (m, 2H), 7.66-7.90 (m, 15H).

Workup

temperatureCool the reaction mixture down to room temperature
customisolate the product
filtrationby filtration as a white solid (4.75 g)

Sources & evidence

ORD record: ord-3b6ea520456544029d4c10f4a3706e48
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576108B2

Reaction notes

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