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

HRID 2198602ノート

反応式

HRID 2198602 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

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

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-03f1abe4dd964f38af4cda8f582ecf2a
出典データセット
uspto-grants-1982_11
特許番号
US04358593

反応ノート

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