Aluminum(III) Chloride → 3-[4-(2-Diethylaminoethoxy)benzoyl]-6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)benzo[b]thiophene, hydrochloride

HRID 2198602Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2198602
[ClH:1].[CH2:2]([N:4]([CH2:17][CH3:18])[CH2:5][CH2:6][O:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=1)[CH3:3].[CH3:19][S:20]([O:23][C:24]1[CH:25]=[CH:26][C:27]2[CH:31]=[C:30]([C:32]3[CH:37]=[CH:36][C:35]([O:38][S:39]([CH3:42])(=[O:41])=[O:40])=[CH:34][CH:33]=3)[S:29][C:28]=2[CH:43]=1)(=[O:22])=[O:21].[Cl-].[Al+3].[Cl-].[Cl-]>>[ClH:1].[CH2:17]([N:4]([CH2:2][CH3:3])[CH2:5][CH2:6][O:7][C:8]1[CH:9]=[CH:10][C:11]([C:12]([C:31]2[C:27]3[CH:26]=[CH:25][C:24]([O:23][S:20]([CH3:19])(=[O:22])=[O:21])=[CH:43][C:28]=3[S:29][C:30]=2[C:32]2[CH:33]=[CH:34][C:35]([O:38][S:39]([CH3:42])(=[O:40])=[O:41])=[CH:36][CH:37]=2)=[O:14])=[CH:15][CH:16]=1)[CH3:18]

Komponenten

4

Edukt 3

HCID 6451240Aluminum(III) ChlorideHCID 132860414-(6-(Methylsulfonyloxy)benzo(b)thiophen-2-yl)phenyl methanesulfonateHCID 429374924-[2-(Diethylamino)ethoxy]benzoic acid hydrochloride

Produkt 1

HCID 1317128673-[4-(2-Diethylaminoethoxy)benzoyl]-6-methanesulfonyloxy-2-(4-methanesulfonyloxyphenyl)benzo[b]thiophene, hydrochloride

Versuchsvorschrift

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°.

Aufarbeitung

  1. additionafter its addition
  2. customto obtain a yellow foam, which
  3. customto crystallize
  4. waitafter standing for several days
  5. customIt was triturated with denatured ethanol
  6. customrecrystallized from denatured ethanol
  7. customto obtain 6.5 g

Quellen und Nachweise

ORD-Eintrag
ord-03f1abe4dd964f38af4cda8f582ecf2a
Quelldatensatz
uspto-grants-1982_11
Patentnummer
US04358593

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