1,2-Dibromoethane → 1,2-Bis(dicyclohexylphosphino)ethane

HRID 847666

Reaction equation

[CH:1]1([PH:7][CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:14](Br)[CH2:15]Br>>[CH2:8]([P:7]([CH:15]1[CH2:14][CH2:10][CH2:11][CH2:12][CH2:13]1)[CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[CH2:9][P:7]([CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

Reactant 2

HCID 78391,2-Dibromoethane

HCID 13239Dicyclohexylphosphine

Product 1

HCID 5342021,2-Bis(dicyclohexylphosphino)ethane

Procedure

Dicyclohexyl phosphine (40 g, 0.2 mole) was reacted with ethylene dibromide (18 g, 0.1 mole) for 2 hours at 90°-100° C. to form ethylenebis(dicyclohexylphosphine). The phosphine compound was then oxidized with 25 g of 30% hydrogen peroxide to give the phosphine oxide. The crude product was recrystallized from isopropanol/water to give 20 grams of the subject compound, m.p. 199°-201° C.

Sources & evidence

ORD record: ord-07fd52d8303e4c2f82b38d5fdc841243
Source dataset: uspto-grants-1981_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04293465

Linked notes

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