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Triethylamine → 2-[3-(2-Oxo-1-pyrrolidinyl)phenyl]ethyl methanesulfonate

HRID 1179633
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HRID 1179633 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[OH:6][CH2:7][CH2:8][C:9]1[CH:10]=[C:11]([N:15]2[CH2:19][CH2:18][CH2:17][C:16]2=[O:20])[CH:12]=[CH:13][CH:14]=1.C(N(CC)CC)C>ClCCl.C(OCC)(=O)C>[CH3:1][S:2]([O:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N:15]2[CH2:19][CH2:18][CH2:17][C:16]2=[O:20])[CH:10]=1)(=[O:4])=[O:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 574443611-[3-(2-Hydroxyethyl)phenyl]-2-pyrrolidinone

생성물 1

HCID 574443622-[3-(2-Oxo-1-pyrrolidinyl)phenyl]ethyl methanesulfonate수율 93%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857
Ethyl Acetate
용매

실험 절차

Methanesulfonyl chloride (0.124 mL) was added dropwise to a stirred solution of 1-[3-(2-hydroxyethyl)phenyl]-2-pyrrolidinone (0.30 g) and triethylamine (0.42 mL) in dichloromethane (10 mL) at room temperature under an inert atmosphere. The solution was stirred for 2 hours. The reaction mixture was diluted with ethyl acetate (50 mL) and washed with water (50 mL), aqueous hydrochloric acid (1N, 2×50 mL), a saturated aqueous solution of sodium hydrogencarbonate (50 mL) and brine (50 mL). The organic layer was dried over-sodium sulfate and concentrated under reduced pressure. The crude was purified by flash chromatography on silica gel, eluting with ethyl acetate-cyclohexane (50:50) to afford the title compound in 93% yield (0.384 g).

후처리

  1. washwashed with water (50 mL), aqueous hydrochloric acid (1N, 2×50 mL)
  2. dry with materialThe organic layer was dried over-sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe crude was purified by flash chromatography on silica gel
  5. washeluting with ethyl acetate-cyclohexane (50:50)

출처 및 근거

ORD 기록
ord-24ef8282865b40ec8fa87a8a7cf75877
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07279481B2

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