ChemicalBook CAS DataBase List 1,4-BENZENEDIETHANOL

1,4-BENZENEDIETHANOL synthesis

7synthesis methods

Product Name:1,4-BENZENEDIETHANOL
CAS Number:5140-03-4
Molecular formula:C10H14O2
Molecular Weight:166.22

7325-46-4 Synthesis

7325-46-4
188 suppliers
$6.00/1g

5140-03-4
60 suppliers
$57.00/250mg

Yield:5140-03-4 87%

Reaction Conditions:

Stage #1:1,4-phenylenediacetic acid with dimethyl sulfide borane in tetrahydrofuran for 18 h;
Stage #2: with hydrogenchloride in tetrahydrofuran;water

Steps:

6.A Step A
To a stirred solution of (4-carboxymethylphenyl)acetic acid (1.0 g, 5.15 mmol) in THF (100 mL) was slowly added borane dimethyl sulfide (2.3 mL, 30.9 mmol) and the resulting mixture was stirred overnight (18 hours). The reaction was then quenched by slowly adding 1N HCl (100 mL). The resulting mixture was then extracted with EtOAc (3×100 mL). The combined organic layers were washed with saturated NaCl (1×100 mL), dried over magnesium sulfate, filtered and the solvent removed under reduced pressure to provide 750 mg of the title intermediate (87% yield), which was used without further purification.

References:

Theravance, Inc. US2005/203167, 2005, A1 Location in patent:Page/Page column 21

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