[(1',2,2',3,3',4,4',5-octamethylferrocenyl)methyl]triphenylphosphonium bromide

Base Information

Chemical Name:[(1',2,2',3,3',4,4',5-octamethylferrocenyl)methyl]triphenylphosphonium bromide
CAS No.:877307-33-0
Molecular Formula:Br*C₃₇H₄₂FeP
Molecular Weight:653.465
Hs Code.:

Synonyms:

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Chemical Property of [(1',2,2',3,3',4,4',5-octamethylferrocenyl)methyl]triphenylphosphonium bromide

Chemical Property:

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Technology Process of [(1',2,2',3,3',4,4',5-octamethylferrocenyl)methyl]triphenylphosphonium bromide

There total 1 articles about [(1',2,2',3,3',4,4',5-octamethylferrocenyl)methyl]triphenylphosphonium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

: 128925-13-3
1-(hydroxymethyl)-1',2,2',3,3',4,4',5-octamethylferrocene

: 6399-81-1
triphenylphosphine hydrobromide

: 877307-33-0,185543-98-0
[(1',2,2',3,3',4,4',5-octamethylferrocenyl)methyl]triphenylphosphonium bromide

Guidance literature:: In toluene; mixt. of Fe complex, PPh3*HBr and toluene refluxed for 30 min (azeotropic condensate sepd. in Dean-Stark trap); cooled; filtered; ppt. washed with ether, dried; filtrate concd. to obtain additional portion, extd. with H2O, aq. layer washed with ether, extd. with CHCl3, solvent evapd.;
DOI:10.1039/b506992k

Reference yield: 67.0%

: 877307-33-0,185543-98-0
[(1',2,2',3,3',4,4',5-octamethylferrocenyl)methyl]triphenylphosphonium bromide

: 623-27-8
terephthalaldehyde,

: trans-(E)-4-[2-(2,2',3,3',4,4',5,5'-octamethylferrocenyl)ethenyl]benzaldehyde

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; under Ar; suspn. of Fe complex in dry THF cooled to -40°C; KO-t-Bu added; stirred for 10 min in ice-water bath; C6H4(CHO)2 added; warmed to room temp. over 1.5 h; solvent removed on rotary evaporator under reduced pressure; washed withaq. satd. NH4Cl; extd. with Et2O; combined org. phases dried; filtered; concd. under vac.; column chromy. (silica gel, CHCl3/hexane (2/1));
DOI:10.1039/b506992k

Reference yield: 51.3%

: 877307-33-0,185543-98-0
[(1',2,2',3,3',4,4',5-octamethylferrocenyl)methyl]triphenylphosphonium bromide

: 623-27-8
terephthalaldehyde,

: 4-[2-(1',2,2'3,3',4,4',5-octamethylferrocenyl)ethenyl]benzaldehyde

Guidance literature:: With potassium tert-butoxide; In tetrahydrofuran; cooling of Fe-compd. soln. to -40°C, addn. of KO-tBu, stirring (10 min, ice-water bath), tereftaldehyde addn., warming to room temp. during 1 h,; evapn. (vac.), washing with sat. soln. of NH4Cl, extn. with Et2O, org. phace drying (Na2SO4), evapn., chromy. (SiO2, CH2Cl2/hexane 2/1); elem. anal.;
DOI:10.1021/om960676w