rac-2-[(diphenylphosphanyl)methyl]ferrocenecarboxylic acid

Base Information

Chemical Name:rac-2-[(diphenylphosphanyl)methyl]ferrocenecarboxylic acid
CAS No.:867061-27-6
Molecular Formula:C₂₄H₂₁FeO₂P
Molecular Weight:428.25
Hs Code.:

Synonyms:

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Chemical Property of rac-2-[(diphenylphosphanyl)methyl]ferrocenecarboxylic acid

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Technology Process of rac-2-[(diphenylphosphanyl)methyl]ferrocenecarboxylic acid

There total 2 articles about rac-2-[(diphenylphosphanyl)methyl]ferrocenecarboxylic acid 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: 73.0%

: 867061-28-7
rac-2-[(diphenylphosphino)methyl]bromoferrocene

: 124-38-9,18923-20-1
carbon dioxide

: hydrogen cation

: ((diphenylphosphino)methyl)ferrocene

: 867061-27-6
rac-2-[(diphenylphosphanyl)methyl]ferrocenecarboxylic acid

Guidance literature:: With butyl lithium; In tetrahydrofuran; hexane; under Ar atm.; soln. of rac-2-((diphenylphosphino)methyl)bromoferrocene in THF cooled to -78°C (EtOH/CO2); treated with BuLi in hexane; stirred for 1 h at -78°C; soln. was poured onto large excess of solid CO2; allowed to stand at room ...; mixt. diluted (CH2Cl2); washed (satd. aq. NaCl); org. phase dried (MgSO4); evapd. (vac.); residue purified by chromy. on silica gel (CH2Cl2/MeOHas eluent (10:1)); ((diphenylphosphino)methyl)ferrocene eluted first; s econd band collected; evapd.; elem...;
DOI:10.1016/j.jorganchem.2005.06.035

Reference yield:

: 867061-28-7
rac-2-[(diphenylphosphino)methyl]bromoferrocene

: 124-38-9,18923-20-1
carbon dioxide

: 867061-27-6
rac-2-[(diphenylphosphanyl)methyl]ferrocenecarboxylic acid

Guidance literature:: With n-butyllithium; In not given; butyllithium, then CO2, H(1+); chromy.;
DOI:10.1002/ejic.200500485

Reference yield: 98.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 867061-27-6
rac-2-[(diphenylphosphanyl)methyl]ferrocenecarboxylic acid

: 867061-34-5
methyl rac-2-[(diphenylphosphino)methyl]ferrocenecarboxylate

Guidance literature:: In tetrahydrofuran; diethyl ether; under Ar atm.; soln. of CH2N2 in Et2O was added to soln. of rac-2-((diphenylphosphino)methyl)ferrocenecarboxylic acid in THF; mixt. stirred at room temp. for 30 min; evapd. (vac.); residue purified by column chromy. (silica gel, Et2O); single band evapd.; solidified upon standing at 4°C;
DOI:10.1016/j.jorganchem.2005.06.035