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Water → Methyl 2-(3-formyl-2-thienylthio)acetate

HRID 1382363
ノート
印刷プレビュー

反応式

HRID 1382363 の反応式
[O:1]1CCO[CH:2]1[C:6]1[CH:10]=[CH:9][S:8][C:7]=1[S:11][CH2:12][C:13]([O:15][CH3:16])=[O:14].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+].O>CC(C)=O.CCOCC>[CH:2]([C:6]1[CH:10]=[CH:9][S:8][C:7]=1[S:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])=[O:1]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 14460450Methyl [3-(2-dioxolanyl)-thiophene-2-ylthio]acetate

生成物 1

HCID 11959090Methyl 2-(3-formyl-2-thienylthio)acetate収率 101.9%

試薬・触媒・溶媒 2

HCID 180Acetone
溶媒
HCID 3283Diethyl Ether溶媒

実験手順

To a solution of methyl [3-(2-dioxolanyl)-thiophene-2-ylthio]acetate (23.36 g) in acetone (100 mL) was added p-toluenesulfonic acid (0.25 g) and the reaction mixture was stirred at room temperature for 1 hour. A saturated aqueous solution of sodium bicarbonate (4 mL) was added with stirring followed by the addition of water (50 mL). After stirring for 10 minutes, the acetone was evaporated in vacuo to leave a gum and water. The gum was dissolved in ether (500 mL) and extracted with water (4×50 mL), dried (MgSO4), filtered and the solvent was evaporated in vacuo to leave 19.77 g of oily methyl (3-formylthiophene-2-ylthi-o)acetate which was used in the next step without purification.

後処理

  1. stirringwith stirring
  2. stirringAfter stirring for 10 minutes
  3. customthe acetone was evaporated in vacuo
  4. customto leave a gum and water
  5. extractionextracted with water (4×50 mL)
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent was evaporated in vacuo

出典と根拠

ORDレコード
ord-817f9dff5f094c1a98c4fe7d898e7d91
出典データセット
uspto-grants-1989_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04806562

反応ノート

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