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

HRID 1925720
笔记
打印预览

反应方程式

HRID 1925720 反应方程式
[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]
参与物反应条件实验过程后处理来源与证据反应笔记

参与物

5

反应物 3

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

产物 1

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

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

反应条件

温度
50 °C

实验过程

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).

后处理

  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

来源与证据

ORD记录
ord-37fd85cd399e48c38f2dde5db8706cb9
来源数据集
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
专利号
US08178699B2

反应笔记

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本页导航参与物反应条件实验过程后处理来源与证据反应笔记