Trifluoroacetic acid → 1-(2,2,4,6,7-Pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine

HRID 1272295ノート

反応式

HRID 1272295 の反応式
FC(F)(F)C(O)=O.O[C:9]1([C:37]2[CH:42]=[CH:41][C:40]([CH3:43])=[CH:39][CH:38]=2)[C:13]2[C:14]([CH3:34])=[C:15]([N:20]3[CH2:25][CH2:24][N:23]([C:26]4[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=4)[CH2:22][CH2:21]3)[C:16]([CH3:19])=[C:17]([CH3:18])[C:12]=2[O:11][C:10]1([CH3:36])[CH3:35].C([SiH](CC)CC)C>>[CH3:35][C:10]1([CH3:36])[CH:9]([C:37]2[CH:42]=[CH:41][C:40]([CH3:43])=[CH:39][CH:38]=2)[C:13]2[C:14]([CH3:34])=[C:15]([N:20]3[CH2:21][CH2:22][N:23]([C:26]4[CH:27]=[CH:28][C:29]([O:32][CH3:33])=[CH:30][CH:31]=4)[CH2:24][CH2:25]3)[C:16]([CH3:19])=[C:17]([CH3:18])[C:12]=2[O:11]1

参加物

4

反応物 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 102778831-(3-Hydroxy-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine

生成物 1

HCID 102989121-(2,2,4,6,7-Pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine収率 80%

実験手順

To trifluoroacetic acid was added 1-(3-hydroxy-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine (350 mg, 0.72 mmol) obtained in Example 33 (3.5 mL) under ice cooling. The mixture was warmed to room temperature, and then triethylsilane (0.3 mL, 1.9 mmol) was added at room temperature. The mixture was stirred for 15 minutes and concentrated under reduced pressure. The residue was made to basic with saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The organic extract was washed with water and saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was crystallized from hexane to obtain 270 mg (yield 80%) of the title compound. mp. 189–191° C.

後処理

  1. concentrationconcentrated under reduced pressure
  2. extractionextracted with ethyl acetate
  3. extractionThe organic extract
  4. washwas washed with water and saturated aqueous sodium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was crystallized from hexane

出典と根拠

ORDレコード
ord-e5ffa29064794063bc4034c8b31f10c9
出典データセット
uspto-grants-2007_04
特許番号
US07208495B2

反応ノート

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