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Iodine → 2-[{2-(1,3-Benzodioxol-5-yl)ethyl}dithio]ethanol

HRID 486930
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HRID 486930 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][SH:12])=[CH:9][C:4]=2[O:3][CH2:2]1.[SH:13][CH2:14][CH2:15][OH:16].II.C(OCC)(=O)C>C(O)C.O>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][S:12][S:13][CH2:14][CH2:15][OH:16])=[CH:9][C:4]=2[O:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 807IodineHCID 15672-MercaptoethanolHCID 8857Ethyl AcetateHCID 158195122-(1,3-Benzodioxol-5-yl)ethanethiol

생성물 1

HCID 190016232-[{2-(1,3-Benzodioxol-5-yl)ethyl}dithio]ethanol수율 23.2%

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 962
Water
용매

실험 절차

35 g of 2-(1,3-benzodioxol-5-yl)ethanethiol and 75 g of 2-mercaptoethanol were dissolved in 150 ml of ethanol, followed by the addition of 43 g of iodine. The obtained mixture was stirred at a room temperature for 30 minutes, followed by the addition of 2 l of ethyl acetate and 2 l of water. The mixture was separated into two phases. The ethyl acetate layer was washed with water twice, then with 1 l of a 1% aqueous solution of sodium hydrogensulfite twice and finally with water thrice, dried over anhydrous sodium sulfate and filtered. The filtrate was distilled to remove the solvent. The residue was purified by silica gel column chromatography (benzen/ethyl acetate=10:1) to obtain 11.5 g of the title compound as a colorless oil.

후처리

  1. customThe mixture was separated into two phases
  2. washThe ethyl acetate layer was washed with water twice
  3. dry with materialwith 1 l of a 1% aqueous solution of sodium hydrogensulfite twice and finally with water thrice, dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. distillationThe filtrate was distilled
  6. customto remove the solvent
  7. customThe residue was purified by silica gel column chromatography (benzen/ethyl acetate=10:1)

출처 및 근거

ORD 기록
ord-eac26d4d03844644ae908bfaea7ff619
출처 데이터셋
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05292901

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