4-Toluenesulfonyl chloride → HCID 67904964、化合物

HRID 465640ノート

反応式

HRID 465640 の反応式
[CH2:1]([NH:19][CH2:20][C:21]([NH:23][C:24]1[C:29]([O:30][CH3:31])=[CH:28][C:27]([O:32][CH3:33])=[CH:26][C:25]=1[O:34][CH3:35])=[O:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C(N(CC)CC)C.[C:43]1([CH3:53])[CH:48]=[CH:47][C:46]([S:49](Cl)(=[O:51])=[O:50])=[CH:45][CH:44]=1.[K+].[Br-]>C(OCC)(=O)C>[CH3:53][C:43]1[CH:48]=[CH:47][C:46]([S:49]([N:19]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:20][C:21]([NH:23][C:24]2[C:29]([O:30][CH3:31])=[CH:28][C:27]([O:32][CH3:33])=[CH:26][C:25]=2[O:34][CH3:35])=[O:22])(=[O:51])=[O:50])=[CH:45][CH:44]=1

参加物

6

反応物 4

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 253877Potassium BromideHCID 67904675HCID 67904675、化合物

生成物 1

HCID 67904964HCID 67904964、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a mixture of 0.50 g of the product of Example 7, excess triethylamine, and ethyl acetate at room temperature was added 0.25 g p-toluene sulfonyl chloride and this was allowed to sit 3 days at room temperature. The reaction mixture was then washed with H3PO4, NaHCO3, and NaCl solutions, dried over MgSO4, filtered, and stripped to an oil. This oil was purified by chromatography on silica gel (70-230 mesh) using 1/1 hexane/EtoAc as eluant. The product was obtained as a viscous oil. 0.28 g (42%). NMR (CDCl3) δ 0.88 (3H, z), δ 1.26 (24H, m), δ 1.66 (2H, m), δ 2.01 (4H, m), δ 2.44 (3H, s), δ 3.21 (2H, m), δ 3.79-3.88 (9H, m), δ 5.34 (2H, m), δ 6.15 (2H, s), δ 7.26-7.75 (5H, m). IR (KBr) 3019, 2925, 1599, 1466, 1206 cm-1.

後処理

  1. washThe reaction mixture was then washed with H3PO4, NaHCO3, and NaCl solutions
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customThis oil was purified by chromatography on silica gel (70-230 mesh)
  5. customThe product was obtained as a viscous oil

出典と根拠

ORDレコード
ord-74b0f04d32ad4d4ca01c704fafbaa841
出典データセット
uspto-grants-1992_10
特許番号
US05153226

反応ノート

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