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2,4,6-Tri(propan-2-yl)aniline → HCID 86720675、化合物

HRID 1749126
ノート
印刷プレビュー

反応式

HRID 1749126 の反応式
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([S:13](Cl)(=[O:15])=[O:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[CH:19]([C:22]1[CH:28]=[C:27]([CH:29]([CH3:31])[CH3:30])[CH:26]=[C:25]([CH:32]([CH3:34])[CH3:33])[C:23]=1[NH2:24])([CH3:21])[CH3:20]>N1C=CC=CC=1>[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([S:13]([NH:24][C:23]2[C:25]([CH:32]([CH3:33])[CH3:34])=[CH:26][C:27]([CH:29]([CH3:31])[CH3:30])=[CH:28][C:22]=2[CH:19]([CH3:21])[CH3:20])(=[O:15])=[O:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[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

4

反応物 2

HCID 5198712,4,6-Tri(propan-2-yl)anilineHCID 5209453,5-Bis(trifluoromethyl)benzenesulphonyl chloride

生成物 1

HCID 86720675HCID 86720675、化合物収率 73.4%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

3,5-Bis(trifluoromethyl)benzenesulfonyl chloride (0.037 g, 0.12 mmol) was added to a solution of 2,4,6-triisopropylaniline (0.025 g, 0.11 mmol) in dry pyridine (1 mL). After stirring at room temperature for 1 day, the reaction was concentrated under vacuum. To this was added ethyl acetate (30 mL), and the mixture was washed with 0.1 N HCl (2×20 mL) followed by saturated NaHCO3 (2×20 mL) then saturated NaCl (2×20 mL). After drying the organic layer over MgSO4, the mixture was concentrated under vacuum. The crude compound was purified by silica gel chromatography using hexanes/ethyl acetate (4:1) to afford the title compound (0.040 g. 71% yield). ES-MS negative Q1 (m/z) 494.6. 1H NMR (CDCl3) 8.14 (s, 2H), 8.05 (s, 1H), 6.96 (s, 2H), 6.05 (s, 1H), 2.97 (m, 2H), 2.88 (m, 1H), 1.23 (d, 6H), 0.98 (d, 12H).

後処理

  1. concentrationthe reaction was concentrated under vacuum
  2. additionTo this was added ethyl acetate (30 mL)
  3. washthe mixture was washed with 0.1 N HCl (2×20 mL)
  4. dry with materialAfter drying the organic layer over MgSO4
  5. concentrationthe mixture was concentrated under vacuum
  6. customThe crude compound was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-a5bc05359b7a4f3fab42ceeeeb3ea7e3
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09156781B2

反応ノート

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