Sodium Hydroxide → 5-Iodo-1-benzothiophene-2-carboxylic acid

HRID 2288059ノート

反応式

HRID 2288059 の反応式
[OH-].[Na+].[I:3][C:4]1[CH:17]=[CH:16][C:7]2[S:8][C:9]([C:11]([O:13]CC)=[O:12])=[CH:10][C:6]=2[CH:5]=1>O.C(O)C>[I:3][C:4]1[CH:17]=[CH:16][C:7]2[S:8][C:9]([C:11]([OH:13])=[O:12])=[CH:10][C:6]=2[CH:5]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 12094044Ethyl 5-iodobenzo[b]thiophene-2-carboxylate

生成物 1

HCID 187029605-Iodo-1-benzothiophene-2-carboxylic acid収率 91.3%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

Sodium hydroxide (5 g) in water (150 ml) was added to ethyl 5-iodobenzo[b]thiophene-2-carboxylate (14 g) in ethanol (200 ml) and the mixture was stirred for 16 hours. The mixture was concentrated to about 150 ml by evaporation and the mixture was adjusted to ~pH 3 by addition of dilute hydrochloric acid. The mixture was then extracted with diethyl ether (2×100 ml). The combined organic extracts were dried (MgSO4) and evaporated to give 5-iodobenzo[b]thiophene-2-carboxylic acid (11.7 g) as a solid; NMR (d6 -DMSO): 7.8 (dd, 1H), 7.9 (d, 1H), 8.05 (s, 1H), 8.45 (d, 1H).

後処理

  1. concentrationThe mixture was concentrated to about 150 ml by evaporation
  2. additionby addition of dilute hydrochloric acid
  3. extractionThe mixture was then extracted with diethyl ether (2×100 ml)
  4. dry with materialThe combined organic extracts were dried (MgSO4)
  5. customevaporated

出典と根拠

ORDレコード
ord-e83b49efb95f4d37a8d1fba409109821
出典データセット
uspto-grants-2000_07
特許番号
US06087336

反応ノート

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