ChemicalBook CAS DataBase List DL-Sulforaphane

DL-Sulforaphane synthesis

7synthesis methods

Product Name:DL-Sulforaphane
CAS Number:4478-93-7
Molecular formula:C6H11NOS2
Molecular Weight:177.29

463-71-8
139 suppliers
$32.00/10g

84104-30-3 Synthesis

84104-30-3
15 suppliers
$496.35/5MG

4478-93-7
279 suppliers
$30.00/1mg

Yield:4478-93-7 85.7%

Reaction Conditions:

with sodium hydroxide in chloroform;water; for 1 h;

Steps:

1

A one liter round bottom flask equipped with a stir bar was charged with Intermediate D (10.8 g, 79.9 mmol, 1.00 eq.), 300 mL of chloroform, and 133 mL of 1N NaOH (aq) olution (132.8 mmol, 1.66 eq.). To the biphasic solution, thiophosgene (13.78 g, 119.8 mmol, 1.50 eq.) was charged. The reaction was stirred vigorously for one hour before an aliquot was checked by thin layer chromatography. The mixture was diluted with 300 mL chloroform and 200 mL brine. The organics were removed and aqueous re-extracted with 2×500 mL chloroform. The organics were combined, dried over sodium sulfate, and concentrated. The residue was adsorbed onto 20 g silica and columned over 50 g silica, eluting with 0 to 4% methanol in chloroform. 12.14 grams (85.7% yield) of the desired product was collected as a light yellow oil.

References:

US2008/176942,2008,A1 Location in patent:Page/Page column 8-9

2799-72-6 Synthesis