ChemicalBook CAS DataBase List 2,6-Pyridinedimethanol

2,6-Pyridinedimethanol synthesis

14synthesis methods

Product Name:2,6-Pyridinedimethanol
CAS Number:1195-59-1
Molecular formula:C7H9NO2
Molecular Weight:139.15

The preparation of 2,6-Pyridinedimethanol is as follows:2640g of 2,6-dibromomethylpyridine, 3L of 30% aqueous sodium hydroxide solution, and 10L of ethanol were placed in a 20L reaction flask. Turn on the agitation. The reaction solution was heated to reflux and the reaction was kept for 5h. The TLC to intermediate state reaction is complete. The reaction solution is cooled to room temperature, plus into 20L of ice water, stir for 20min. The aqueous phase was extracted twice with 10L of dichloromethane and the organic phases were combined. The organic phase is concentrated under reduced pressure to dry, a solid of 1232g was obtained, the yield was 88.6%, and the liquid phase was 98%.

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5453-67-8 Synthesis

5453-67-8
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$6.00/5g

1195-59-1
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$6.00/1g

Yield:1195-59-1 96%

Reaction Conditions:

with methanol;sodium tetrahydroborate at 0 - 20; for 16 h;

Steps:

230.1

To a solution of 2,6-dimethyl pyridine-2,6-dicarboxylate (5.0 g, 0.022 mol) in MeOH (50 mL) was added sodium borohydride (3.3 g, 0.088 mol) in portions at 0 . The reaction was stirred at 20 for 16 h. After completion, the reaction mixture was quenched with saturated Na₂CO₃ (aq.10 mL) and the solvent was concentrated to residue. Then DCM/MeOH (10/1, 200 mL) was added and filtrated. The filtrate was dried over Na₂SO4 and filtrated. The filtrate was concentrated to give pyridine-2,6-diyldimethanol (3.0 g, 96%) as a white solid. MS (ESI): mass calcd. for C7H9NO2, 139.1, m/z found 140.2 [M+H] ⁺.

References:

WO2022/66734,2022,A1 Location in patent:Page/Page column 875-876