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

HRID 1382363
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HRID 1382363 반응식
[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]
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참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 180Acetone
용매
HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-817f9dff5f094c1a98c4fe7d898e7d91
출처 데이터셋
uspto-grants-1989_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04806562

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