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

HRID 2288059노트

반응식

HRID 2288059 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 187029605-Iodo-1-benzothiophene-2-carboxylic acid수율 91.3%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e83b49efb95f4d37a8d1fba409109821
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06087336

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