madmoney69

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as we talked on private, remove insoluble when add water with ice. and then add ethyl acetate.
first time I not remove insoluble and get sticky stuff, next time I filter out and remove insoluble and add ethyl acetate and get the product like it should be.
 

madmoney69

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actually. if you get naphtoyl indole in sticky gum form and cant evaporate last bits of EA, what really works is this.
You put all that sticky oil naphtoyl indole into water and stirr for few minutes. It gets all trapped EA out of naphtoyl indole then you filter and put to dry.
After added tail, compound very active.
 

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Hoffman

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Hello everyone... Please, I find it difficult to obtain Tin(IV) chloride, and I found that its synthesis is also difficult. I have Tin(II) chloride, so is it possible to use it? Are there other alternatives that can be used instead?
 

G.Patton

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Hello everyone... Please, I find it difficult to obtain Tin(IV) chloride, and I found that its synthesis is also difficult. I have Tin(II) chloride, so is it possible to use it? Are there other alternatives that can be used instead?
HoffmanIf you can't get other reagent, you can buy ready-made 3-(1-Naphthoyl)indole from BB Listings or anywhere else.
 

charmingcho

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Can i see this experimental video?
I'm always fail this experimental.
 

HIGGS BOSSON

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The video of this synthesis will be ready in 2-3 months
 

madmoney69

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Found my naphtoyl indole photo, which I made with this synthesis
R1KeHxYTtv
 

Gammarayburst

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Reagents:
  • Indole (cas 120-72-9) 1000 g;
  • Dichloromethane (CH2Cl2) 15 l;
  • Tin(IV) chloride (SnCl4) 2000 ml;
  • 1-Naphthoyl chloride (cas 879-18-5) 1627 g;
  • Nitromethane (cas 75-52-5) 10 l;
  • Distilled water 20 l;
  • Ethyl acetate (EtOAc) 15 l;
  • Sodium or magnesium sulphate (Na2SO4 or MgSO4);
Equipment and glassware:
  • Batch reactor 50 l with a top stirrer;
  • Ice bath;
  • Vacuum source;
  • Rotovap machine;
  • Several buckets;
  • Laboratory scale (1-1000 g is suitable);
  • Funnel;
  • Glass rod and spatula;
  • Pyrex dish;
Reaction scheme:
Synthesis:
1. Tin(IV) chloride (SnCl4) 2000 ml is added in a single portion to an indole 1000 g solution in dichloromethane (CH2Cl2) 15 l in a batch reactor 50 l.
2. The mixture is stirred at room temperature for 30 min after an ice bath was removed. Then 1-naphthoyl chloride 1627 g is added to the reaction suspension in small portions, followed by nitromethane 10 l.
3. Then, the mixture is stirred for 2 h at room temperature.
4. Next, the reaction mixture is quenched with an ice cold water 20 l. The mixture is filtered in order to remove inorganic precipitates. Layers are separated.
5. The water layer is
extracted with ethyl acetate (EtOAc) 15 l. EtOAc extract is combined with organic layer.
6. The organic phase is
dried over sodium or magnesium sulphate (Na2SO4 or MgSO4) and concentrated at reduced pressure. A crystalline solid 3-(1-Naphthoyl)indole product (cas 109555-87-5) is obtained.

William Dampierdoes anyone know the recipe for small scale?, i need direction
 
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