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Methanol → 3-(5,6,7,8-Tetrahydronaphthalene-2-sulfonamido)thiophene-2-carboxylic acid

HRID 1925720
ノート
印刷プレビュー

反応式

HRID 1925720 の反応式
[CH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[S:11]([NH:14][C:15]1[CH:19]=[CH:18][S:17][C:16]=1[C:20]([O:22]C)=[O:21])(=[O:13])=[O:12].[OH-].[Na+].CO>O1CCCC1>[CH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[S:11]([NH:14][C:15]1[CH:19]=[CH:18][S:17][C:16]=1[C:20]([OH:22])=[O:21])(=[O:12])=[O:13]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 8823208Methyl 3-(5,6,7,8-tetrahydronaphthalene-2-sulfonamido)thiophene-2-carboxylate

生成物 1

HCID 251838033-(5,6,7,8-Tetrahydronaphthalene-2-sulfonamido)thiophene-2-carboxylic acid収率 75.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

To a solution of 78 (71 mg, 0.20 mmol) in tetrahydrofuran (1 mL) were added aqueous sodium hydroxide (2 mL; 2N) and methanol (2 mL). The reaction mixture was heated at 50° C. for 27 hours, allowed to cool to room temperature, and then extracted with aqueous sodium hydroxide (20 mL; 2N). The aqueous layer was washed with diethyl ether (30 mL×2), acidified with aqueous hydrochloric acid (20 mL; 6N), and extracted with dichloromethane (40 mL). The organic layer was separated, dried over magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure to yield the title compound as a white solid (51 mg).

後処理

  1. temperatureto cool to room temperature
  2. extractionextracted with aqueous sodium hydroxide (20 mL; 2N)
  3. washThe aqueous layer was washed with diethyl ether (30 mL×2)
  4. extractionextracted with dichloromethane (40 mL)
  5. customThe organic layer was separated
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-37fd85cd399e48c38f2dde5db8706cb9
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08178699B2

反応ノート

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