HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminum(III) Chloride → 3-[4-(2-Diethylaminoethoxy)benzoyl]-6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)benzo[b]thiophene, hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 4-(6-(Methylsulfonyloxy)benzo(b)thiophen-2-yl)phenyl methanesulfonate | HCID 13286041 | — |
| Reactant | 4-[2-(Diethylamino)ethoxy]benzoic acid hydrochloride | HCID 42937492 | — |
| Product | 3-[4-(2-Diethylaminoethoxy)benzoyl]-6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)benzo[b]thiophene, hydrochloride | HCID 131712867 | — |
Reaction Steps
A 5.2 g. portion of 4-(2-diethylaminoethoxy)benzoic acid, hydrochloride, was converted to the acid chloride, and used to acylate 5 g. of 6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)benzo[b]thiophene according to the process of Example 5. The amount of aluminum chloride was 15.1 g., and the reaction mixture was stirred for 1.5 hours after its addition. The mixture was worked up as described in Example 5 to obtain a yellow foam, which began to crystallize after standing for several days. It was triturated with denatured ethanol and recrystallized from denatured ethanol to obtain 6.5 g. of purified crystalline product, m.p. 172°-174°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04358593 |
| Source dataset | uspto-grants-1982_11 |
| ORD ID | ord-03f1abe4dd964f38af4cda8f582ecf2a |
| Source note | uspto-grants-1982_11 |