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Triethylamine → 4-(1-Methanesulfonyloxy-2-methyl-butyl)-benzonitrile

HRID 2041520
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HRID 2041520 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[OH:6][CH:7]([C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=1)[CH:8]([CH3:11])[CH2:9][CH3:10].C(N(CC)CC)C>ClCCl.O>[CH3:1][S:2]([O:6][CH:7]([C:12]1[CH:13]=[CH:14][C:15]([C:16]#[N:17])=[CH:18][CH:19]=1)[CH:8]([CH3:11])[CH2:9][CH3:10])(=[O:4])=[O:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 576562264-(1-Hydroxy-2-methylbutyl)benzonitrile

생성물 1

HCID 576560524-(1-Methanesulfonyloxy-2-methyl-butyl)-benzonitrile수율 122%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane
용매
2회

실험 절차

Add methanesulfonyl chloride (540 mg, 4.72 mmol) to a solution of 4-(1-hydroxy-2-methyl-butyl)-benzonitrile (800 mg, 4.23 mmol) and triethylamine (0.88 mL, 6.35 mmol) in dichloromethane (10 mL) at 0° C. Warm the mixture to room temperature and stir for 1 h. Dilute the mixture with water and dichloromethane. Extract the aqueous layer with dichloromethane. Wash the combined organic extracts with water. Dry the organic solution over Na2SO4, filter and concentrate in vacuo to provide the desired intermediate as a clear oil (1.38 g) that was used without further purification. MS (APCI) m/z: 268 (M+H)+.

후처리

  1. extractionExtract the aqueous layer with dichloromethane
  2. washWash the combined organic extracts with water
  3. dry with materialDry the organic solution over Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-5a75357ffbe148bd86386678eff1a926
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08580780B2

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