DL-Sulforaphane synthesis
- Product Name:DL-Sulforaphane
- CAS Number:4478-93-7
- Molecular formula:C6H11NOS2
- Molecular Weight:177.29
463-71-8
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84104-30-3
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4478-93-7
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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
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15590-23-5
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4478-93-7
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$30.00/1mg
463-71-8
148 suppliers
$32.00/10g
4478-93-7
301 suppliers
$30.00/1mg
52096-68-1
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4478-93-7
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55021-77-7
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4478-93-7
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