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Acetic Acid → Isohexane ethyl acetate

HRID 1351702
ノート
印刷プレビュー

反応式

HRID 1351702 の反応式
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]2[CH:16]=[CH:15][C:14]([S:17]([C:20]3[CH:21]=[C:22]([NH2:26])[CH:23]=[CH:24][CH:25]=3)(=[O:19])=[O:18])=[CH:13][CH:12]=2)=[CH:5][CH:4]=1.[O-:27][C:28]#[N:29].[K+].[C:31]([OH:34])(=[O:33])[CH3:32]>O>[C:31]([O:34][CH2:24][CH3:25])(=[O:33])[CH3:32].[CH3:3][CH2:4][CH2:5][CH:6]([CH3:9])[CH3:7].[F:2][C:3]1[CH:4]=[CH:5][C:6](/[CH:9]=[CH:10]/[C:11]2[CH:12]=[CH:13][C:14]([S:17]([C:20]3[CH:21]=[C:22]([NH:26][C:28]([NH2:29])=[O:27])[CH:23]=[CH:24][CH:25]=3)(=[O:19])=[O:18])=[CH:15][CH:16]=2)=[CH:7][CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 176Acetic AcidHCID 11378442Potassium cyanateHCID 21099488HCID 21099488、化合物

生成物 2

HCID 21099528HCID 21099528、化合物HCID 21882781Isohexane ethyl acetate収率 40%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of [3-({4-[(E)-2-(4-fluorophenyl)vinyl]phenyl}sulfonyl)phenyl]amine hydrochloride (Example 212, 100 mg, 0.26 mmol) and potassium cyanate (63 mg, 0.78 mol) in acetic acid (3 mL) and water (0.5 mL) was stirred at room temperature for 16 hours. The acetic acid was removed in vacuo and the residue partitioned between ethyl acetate and water. The organic layer was washed with aqueous sodium hydrogencarbonate solution and brine, dried over MgSO4 and evaporated in vacuo. The residue was purified by flash column chromatography on silica, eluting with 20% ethyl acetate/isohexane then 40% ethyl acetate/isohexane, to give the title compound. δH (500 MHz, d6 DMSO): 8.96 (1H, s), 8.13 (1H, s), 7.86 (2H, d, J=8.5 Hz), 7.79 (2H, d, J=8.5 Hz), 7.67 (2H, dd, J=5.6, 8.7 Hz), 7.54–7.52 (1H, m), 7.44–7.40 (3H, m), 7.27 (1H, d, J=16.4 Hz), 7.22 (2H, t, J=8.8 Hz), 5.98 (2H, s).

後処理

  1. customThe acetic acid was removed in vacuo
  2. customthe residue partitioned between ethyl acetate and water
  3. washThe organic layer was washed with aqueous sodium hydrogencarbonate solution and brine
  4. dry with materialdried over MgSO4
  5. customevaporated in vacuo
  6. customThe residue was purified by flash column chromatography on silica
  7. washeluting with 20% ethyl acetate/isohexane

出典と根拠

ORDレコード
ord-09709a8321464da4a9115e359f9fd4f8
出典データセット
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07217740B2

反応ノート

読み込み中…

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