Toluene → 3,4-dihydro-2H-thieno[3,4-b]thiopyran

HRID 576447ノート

反応式

HRID 576447 の反応式
CO[C:3]1[C:4]([CH2:8][CH2:9][CH2:10][SH:11])=[CH:5][S:6][CH:7]=1.O.S([O-])(O)(=O)=O.[Na+].C1(C)C=CC=CC=1>O>[S:11]1[CH2:10][CH2:9][CH2:8][C:4]2=[CH:5][S:6][CH:7]=[C:3]12

参加物

5

反応物 3

HCID 1140TolueneHCID 23673662Sodium bisulfate monohydrateHCID 866649623-(4-Methoxythiophene-3-yl) propane-1-thiol

生成物 1

HCID 596160473,4-dihydro-2H-thieno[3,4-b]thiopyran収率 82.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
110 °C

実験手順

Into a 500 ml three-necked flask (reaction container) with thermometer, 2.47 g (13.1 mmol) of 3-(4-methoxythiophene-3-yl) propane-1-thiol represented by the chemical formula (III-B), 320 mg (2.32 mmol) of sodium hydrogen sulfate monohydrate and 100 ml of toluene were transferred and heated to 110° C., then stirred for a period of 8 hours. After the reaction was completed, 100 ml of water was added to separate the organic layer from the water layer. The organic layer was washed twice each with 100 ml of water, and then dried over anhydrous sodium sulfate. Then it was condensed under a reduced pressure, thereby obtaining a crude product. This crude product was purified using silica gel column chromatography to obtain 3,4-dihydro-2H-thieno[3,4-b]thiopyran (1.68 g, 10.8 mmol, 82.4%) represented by the formula (II-B) having properties shown below. The chemical reaction equation (XII-B) is shown below.

後処理

  1. customto separate the organic layer from the water layer
  2. washThe organic layer was washed twice each with 100 ml of water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customcondensed under a reduced pressure
  5. customobtaining a crude product
  6. customThis crude product was purified

出典と根拠

ORDレコード
ord-b029b571f2154a2481923e7e749a6264
出典データセット
uspto-grants-2015_05
特許番号
US09039936B2

反応ノート

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