Triethylamine → HCID 20148594, 화합물

HRID 569012노트

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HRID 569012 반응식
Cl[S:2]([C:5]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:6]=1[C:7]([O:9][CH3:10])=[O:8])(=[O:4])=[O:3].Cl.Cl.[NH2:20][CH2:21][CH2:22][N:23]1[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25][CH2:24]1.C(N(CC)CC)C>O1CCCC1>[OH:29][CH:26]1[CH2:27][CH2:28][N:23]([CH2:22][CH2:21][NH:20][S:2]([C:5]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:6]=2[C:7]([O:9][CH3:10])=[O:8])(=[O:4])=[O:3])[CH2:24][CH2:25]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 13670189Methyl 2-(chlorosulfonyl)-6-nitrobenzoateHCID 140998861-(2-Aminoethyl)piperidin-4-ol--hydrogen chloride (1/2)

생성물 1

HCID 20148594HCID 20148594, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of methyl 2-chlorosulfonyl-6-nitrobenzoate (1.5 g, 5.4 mmol) in tetrahydrofuran (100 ml) was added over 1 hour to a stirred mixture of 1-(2-aminoethyl)-4-hydroxypiperidine dihydrochloride (1.2 g, 5.4 mmol) and triethylamine (2.3 ml, 16.5 mmol) in tetrahydrofuran (75 ml) cooled in an ice bath. After stirring at room temperature for 6 hours, solvent was removed under reduced pressure and the residue partitioned between ethyl acetate and saturated sodium chloride solution. The ethyl acetate extract was dried (Na2SO4), filtered and concentrated. The residue was flash chromatographed on silica gel and eluted with 5% methanol-95% chloroform to give pure product, 1.0 g, as an oil.

후처리

  1. temperaturecooled in an ice bath
  2. customsolvent was removed under reduced pressure
  3. customthe residue partitioned between ethyl acetate and saturated sodium chloride solution
  4. extractionThe ethyl acetate extract
  5. dry with materialwas dried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customchromatographed on silica gel
  9. washeluted with 5% methanol-95% chloroform
  10. customto give pure product, 1.0 g

출처 및 근거

ORD 기록
ord-1e4627ed67714587b8a053d0416a57f1
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04731369

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