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Triethylamine → 5-(Thiophen-2-yl)pent-4-ynyl methanesulfonate

HRID 1971645
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HRID 1971645 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]#[C:7][CH2:8][CH2:9][CH2:10][OH:11].C(N(CC)CC)C.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>ClCCl.O>[CH3:19][S:20]([O:11][CH2:10][CH2:9][CH2:8][C:7]#[C:6][C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)(=[O:22])=[O:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 9989594HCID 9989594, 화합물

생성물 1

HCID 581248695-(Thiophen-2-yl)pent-4-ynyl methanesulfonate

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

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To a solution of 145 mg of 2a and 200 μl of triethyl amine in 2 ml of dichloromethane was added dropwise at 0° C. 80 μl of methanesulfonyl chloride in 1 ml of dichloromethane. The reaction mixture was stirred for ½ hr and then diluted with 10 ml of water and extracted with dichloromethane. The organic layer was washed with 1M K2CO3, dried and concentrated, to provide 210 mg of essentially pure 2b as an oil; Rf (heptane/ethyl acetate 1/1) 0.55. NMR (CDCl3): δ 2.03 (m, 2, CH2), 2.60 (t, 2, CH2), 4.40 (t, 2, CH2), 3.03 (s, 3, CH3SO2), 6.95, 7.13, 7.20 (3×m, 3, thiophene-H).

후처리

  1. extractionextracted with dichloromethane
  2. washThe organic layer was washed with 1M K2CO3
  3. customdried
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-89bcba891e8d43f2a5210be4328d4ffe
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08431564B2

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