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ChemicalBook CAS DataBase List 1,5-Pentanediol
111-29-5

1,5-Pentanediol synthesis

15synthesis methods
1,5-Pentanediol usually is produced by catalytic hydrogenation of glutaric acid or of its esters, e.g., dimethyl glutarate, although dicarboxylic acid mixtures containing glutaric acid also may be used, giving typically a mixture of 1,4-butanediol, 1,5-pentanediol, and 1,6-hexanediol. A process using alkoxydihydropyrans as raw materials has also been reported. The crude products are purified by distillation.
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Yield:111-29-5 93%

Reaction Conditions:

with hydrogen;sodium methylate;RuCl2(L-1) in tetrahydrofuran at 100; under 37503.8 Torr; for 2.5 h;Product distribution / selectivity;

Steps:

2.8

Several other esters, whose structure and names are described in Table 3, were hydro genated under the conditions described above using preformed RuCl2(L-I). Isolated yield are given in Table 4.Table 3: Structure and names of substrates usedTable 4: Hydrogenation of esters using RuCl2(L-I) EPO Sub.: Substrate as described in Table 3.Conv.: Conversion (in %, analysed by GC after silylation) of ester to alcohol after 2h30min.Reaction conditions: Substrate (20 mmol), H2 gas (50 bars), RuCl2(L-I) 0.05 mol%,NaOMe 10 mol%, THF (14 mL) at 1000C during 2h 30min.

References:

WO2006/106484,2006,A1 Location in patent:Page/Page column 17-18

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