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Water → (3-Nitrobenzyl)(propyl)sulfane

HRID 1256150
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인쇄 미리보기

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HRID 1256150 반응식
Cl[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[CH:4]=1.[CH2:12]([S-:15])[CH2:13][CH3:14].[Na+].O>CN(C=O)C>[N+:9]([C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[CH2:2][S:15][CH2:12][CH2:13][CH3:14])([O-:11])=[O:10]
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참가 물질

5

반응물 3

HCID 962WaterHCID 12078alpha-Chloro-m-nitrotolueneHCID 46817251-Propanethiol, sodium salt (1:1)

생성물 1

HCID 67173878(3-Nitrobenzyl)(propyl)sulfane수율 91.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

A solution of 1-(chloromethyl)-3-nitrobenzene (10.0 g, 58.1 mmol) in DMF (30 mL) was stirred at room temperature, then sodium propane-1-thiolate (5.7 g, 58.1 mmol) was added, followed by stirring at 60° C. overnight. After water was added, the aqueous layer was extracted with ethyl acetate 3 times. The combined organic phase was washed with brine, dried over sodium sulfate and concentrated to give (3-nitrobenzyl)(propyl)sulfane (11.2 g, yield 91%).

후처리

  1. extractionthe aqueous layer was extracted with ethyl acetate 3 times
  2. washThe combined organic phase was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3f06213bfa9f4e0b9899ac993d41d6e2
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08461134B2

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