2-hydroxy-5-(methylthio)benzaldehyde synthesis
- Product Name:2-hydroxy-5-(methylthio)benzaldehyde
- CAS Number:67868-84-2
- Molecular formula:C8H8O2S
- Molecular Weight:168.21
50-00-0
892 suppliers
$10.00/25g
1073-72-9
232 suppliers
$6.00/1g
67868-84-2
52 suppliers
$18.00/100mg
Yield:67868-84-2 84%
Reaction Conditions:
with triethylamine;magnesium chloride in acetonitrile at 60; for 5 h;
Steps:
A Step A: Preparation of 2-hvdroxy-5-(methylthio)benzaldehvde:
To a suspension of 4-methylsulfanylphenol (50 g, 357 mmol), paraformaldehyde (72.3 g, 2407 mmol), and anhydrous magnesium chloride (50.9 g, 535 mmol) in acetonitrile (500 mL) was added triethyl amine (186 mL, 1337 mmol) at ambient temperature. After the addition, the reaction mixture was stirred at 60 °C for 5 hours. After cooling to 0 °C, 1 N HC1 was added slowly until two phase separated (ca. 1.5 L). MTBE (700 mL) was added. The organic layer was separated, washed with brine, dried (sodium sulfate), filtered and concentrated under reduced pressure. The residue obtained was purified by flash chromatography on silica gel eluting with 1 : 1 hexane/dichloromethane to give 2-hydroxy-5-methylsulfanyl-benzaldehyde (50.5 g, 300 mmol, 84% yield) as semisolid.
References:
PELOTON THERAPEUTICS, INC.;DIXON, Darryl, David;GRINA, Jonas;JOSEY, John, A.;RIZZI, James, P.;SCHLACHTER, Stephen, T.;WALLACE, Eli, M.;WANG, Bin;WEHN, Paul;XU, Rui;YANG, Hanbiao WO2015/35223, 2015, A1 Location in patent:Paragraph 0821
1073-72-9
232 suppliers
$6.00/1g
925-90-6
362 suppliers
$12.00/5ml
67868-84-2
52 suppliers
$18.00/100mg
90-02-8
477 suppliers
$9.00/1g