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Dichloromethane → HCID 86654670, 화합물

HRID 2173038
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HRID 2173038 반응식
[OH:1][CH2:2][CH2:3][N:4]1[CH:8]=[C:7]([I:9])[CH:6]=[C:5]1[CH:10]=[O:11].ClCCl.CCN(CC)CC.[CH3:22][C:23]1[CH:28]=[CH:27][C:26]([S:29](Cl)(=[O:31])=[O:30])=[CH:25][CH:24]=1>O>[CH3:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([O:1][CH2:2][CH2:3][N:4]2[CH:8]=[C:7]([I:9])[CH:6]=[C:5]2[CH:10]=[O:11])(=[O:31])=[O:30])=[CH:25][CH:24]=1
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6

반응물 4

HCID 6344DichloromethaneHCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 86654669HCID 86654669, 화합물

생성물 1

HCID 86654670HCID 86654670, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a cooled (0° C.) solution of 1-(2-hydroxyethyl)-4-iodo-1H-pyrrole-2-carbaldehyde (3.4 g, 12.83 mmol) and dichloromethane (25 mL) was added Et3N (7.15 mL, 51.3 mmol). After 5 minutes, 4-methylbenzene-1-sulfonyl chloride (2.81 g, 14.75 mmol) was added portion wise over a period of 15 minutes, and the reaction mixture was allowed to warm to room temperature. Following reaction at room temperature overnight, water was added and the resulting layers were separated. The aqueous layer was extracted with dichloromethane (50 mL). The organic layers were combined, washed with saturated aqueous NaHCO3 and brine, dried over sodium sulfate, and evaporated to give a brown residue. The residue was purified with petroleum ether to give the title compound as a brown solid, which was used without further purification (3.8 g, 71%). ESI-MS m/z [M+H]+ calc'd for C14H14INO4S, 420. found, 420.

후처리

  1. additionwas added
  2. customthe resulting layers were separated
  3. extractionThe aqueous layer was extracted with dichloromethane (50 mL)
  4. washwashed with saturated aqueous NaHCO3 and brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated
  7. customto give a brown residue
  8. customThe residue was purified with petroleum ether

출처 및 근거

ORD 기록
ord-55aa7b248bd24c2893e6dde26e486dc3
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09056873B2

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