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Ethylamine → HCID 53990869、化合物

HRID 1081283
ノート
印刷プレビュー

反応式

HRID 1081283 の反応式
[CH3:1][C:2]([NH:5][S:6]([C:9]1[S:17][C:16]2[S:15](=[O:19])(=[O:18])[NH:14][CH2:13][C:12](=O)[C:11]=2[CH:10]=1)(=[O:8])=[O:7])([CH3:4])[CH3:3].C([N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])C.C1(C)C=CC(S(Cl)(=O)=[O:35])=CC=1.C(N)C.[CH2:42]1[CH2:46][O:45][CH2:44][CH2:43]1>>[CH2:44]([O:45][C:46](=[O:35])[CH2:42][CH2:12][CH2:13][N:14]1[CH2:27][C@H:26]([NH:23][CH2:24][CH3:25])[C:11]2[CH:10]=[C:9]([S:6]([NH:5][C:2]([CH3:1])([CH3:3])[CH3:4])(=[O:7])=[O:8])[S:17][C:16]=2[S:15]1(=[O:18])=[O:19])[CH3:43]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 6341EthylamineHCID 73974-Toluenesulfonyl chlorideHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 23363812HCID 23363812、化合物

生成物 1

HCID 53990869HCID 53990869、化合物収率 37.6%

反応条件

温度
0 °C

実験手順

The product of Step A (8.50g, 19.07 mmol) was dissolved in THF (130 mL) and cooled to 0° C. Triethylamine (10.69 mL, 76.28 mmol) was added followed by p-toluenesulfonyl chloride. The mixture was stirred for three hours and an aqueous solution of ethylamine (20 mL) was added. The mixture was stirred overnight at room temperature and then evaporated to a residue which was diluted with ethyl acetate (100 mL). The ethyl acetate was separated, dried (MgSO4) and evaporated to provide a brown residue which was purified by column chromatography (silica, hexane-ethyl acetate gradient) to give 3.5 g (37.6%) of the desired compound as an oil.

後処理

  1. stirringThe mixture was stirred overnight at room temperature
  2. customevaporated to a residue which
  3. additionwas diluted with ethyl acetate (100 mL)
  4. customThe ethyl acetate was separated
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customto provide a brown residue which
  8. customwas purified by column chromatography (silica, hexane-ethyl acetate gradient)

出典と根拠

ORDレコード
ord-45f40a28d0d44f4185d5f8f36452df81
出典データセット
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05585377

反応ノート

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