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Tert-Butylamine → N-tert-butyl-3-chloropropane-1-sulfonamide

HRID 17796
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HRID 17796 반응식
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[Cl:6][CH2:7][CH2:8][CH2:9][S:10](Cl)(=[O:12])=[O:11]>C1COCC1>[C:1]([NH:5][S:10]([CH2:9][CH2:8][CH2:7][Cl:6])(=[O:12])=[O:11])([CH3:4])([CH3:3])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6385Tert-ButylamineHCID 154103-Chloropropanesulphonyl chloride

생성물 1

HCID 11701296N-tert-butyl-3-chloropropane-1-sulfonamide수율 99%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-20 °C

실험 절차

tert-Butylamine (3.0 mol, 315.3 mL) was dissolved in THF (2.5 L). The solution was cooled to −20° C. 3-Chloropropanesulfonyl chloride (1.5 mol, 182.4 mL) was added slowly. The reaction mixture was allowed to warm to rt and stirred for 24 h. The mixture was filtered, and the filtrate was concentrated in vacuo. The residue was dissolved in CH2Cl2 (2.0 L). The resulting solution was washed with 1 N HCl (1.0 L), water (1.0 L), brine (1.0 L) and dried over Na2SO4. It was filtered and concentrated in vacuo to give a slightly yellow solid, which was crystallized from hexane to afford the product as a white solid (316.0 g, 99%).

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후처리

  1. temperatureto warm to rt
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated in vacuo
  4. dissolutionThe residue was dissolved in CH2Cl2 (2.0 L)
  5. washThe resulting solution was washed with 1 N HCl (1.0 L), water (1.0 L), brine (1.0 L)
  6. dry with materialdried over Na2SO4
  7. filtrationIt was filtered
  8. concentrationconcentrated in vacuo
  9. customto give a slightly yellow solid, which
  10. customwas crystallized from hexane

출처 및 근거

ORD 기록
ord-4d152abc044543a395564c614ea0d57a
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07741281B2

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