Triethylamine → HCID 20148594、化合物

HRID 569012ノート

反応式

HRID 569012 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 20148594HCID 20148594、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1e4627ed67714587b8a053d0416a57f1
出典データセット
uspto-grants-1988_03
特許番号
US04731369

反応ノート

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