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4-Toluenesulfonyl chloride → HCID 58380558, 화합물

HRID 1259412
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HRID 1259412 반응식
[O:1]1[CH2:4][CH:3]([CH2:5][CH2:6][OH:7])[CH2:2]1.[C:8]1([CH3:18])[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=1>N1C=CC=CC=1>[CH3:18][C:8]1[CH:13]=[CH:12][C:11]([S:14]([O:7][CH2:6][CH2:5][CH:3]2[CH2:4][O:1][CH2:2]2)(=[O:16])=[O:15])=[CH:10][CH:9]=1
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참가 물질

4

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 108443452-(Oxetan-3-yl)ethan-1-ol

생성물 1

HCID 58380558HCID 58380558, 화합물수율 56.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

Using the same reaction conditions and procedure as described for the preparation of Intermediate (I-16a), 2-(oxetan-3-yl)ethanol (1 g, 6.944 mmol) was reacted with p-Toluene sulfonyl chloride (1.9 g, 10.416 mmol) in dry pyridine (10 mL) to afford the crude product. The reaction mass was poured into ice-water and extracted using ethyl acetate. The organic layer was washed with 1N HCl, brine solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the crude product. Purification by column chromatography on silica gel (20% ethyl acetate in hexane) afforded 1 g of the product (40% yield).

후처리

  1. customthe same reaction conditions and procedure
  2. customto afford the crude product
  3. extractionextracted
  4. washThe organic layer was washed with 1N HCl, brine solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customto afford the crude product
  8. customPurification by column chromatography on silica gel (20% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-25a6addfa0b04fc1b7f5f7ab3a18309c
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08466289B2

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