ChemicalBook CAS DataBase List 1,5-Pentanediol

1,5-Pentanediol synthesis

15synthesis methods

Product Name:1,5-Pentanediol
CAS Number:111-29-5
Molecular formula:C5H12O2
Molecular Weight:104.15

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.

1119-40-0 Synthesis

1119-40-0
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111-29-5
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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

110-94-1 Synthesis