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Benzene → 5-[4-(6-Hydroxy-2,5,7,8-tetramethyl-2H-chromen-2-yl-methoxy)benzyl]thiazolidine-2,4-dione

HRID 1030372
ノート
印刷プレビュー

反応式

HRID 1030372 の反応式
O[CH:2]1[C:11]2[C:6](=[C:7]([CH3:15])[C:8]([CH3:14])=[C:9]([OH:13])[C:10]=2[CH3:12])[O:5][C:4]([CH2:17][O:18][C:19]2[CH:32]=[CH:31][C:22]([CH2:23][CH:24]3[S:28][C:27](=[O:29])[NH:26][C:25]3=[O:30])=[CH:21][CH:20]=2)([CH3:16])[CH2:3]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>CN(C)C=O>[OH:13][C:9]1[C:10]([CH3:12])=[C:11]2[C:6](=[C:7]([CH3:15])[C:8]=1[CH3:14])[O:5][C:4]([CH2:17][O:18][C:19]1[CH:32]=[CH:31][C:22]([CH2:23][CH:24]3[S:28][C:27](=[O:29])[NH:26][C:25]3=[O:30])=[CH:21][CH:20]=1)([CH3:16])[CH:3]=[CH:2]2
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 136058355-[4-(4,6-Dihydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl]thiazolidine-2,4-dione

生成物 1

HCID 150938375-[4-(6-Hydroxy-2,5,7,8-tetramethyl-2H-chromen-2-yl-methoxy)benzyl]thiazolidine-2,4-dione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 140 mg of 5-[4-(4,6-dihydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl]thiazolidine-2,4-dione (prepared as described in Example 30), 10 mg of p-toluenesulfonic acid, 10 ml of benzene and 0.5 ml of dimethylformamide was heated under reflux for 1 hour. The reaction solution was cooled, washed with a saturated aqueous solution of sodium bicarbonate and then with water and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography eluted with a 4:1 by volume mixture of benzene and ethyl acetate, to give the title compound, softening at 173°-176° C.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. temperatureThe reaction solution was cooled
  4. washwashed with a saturated aqueous solution of sodium bicarbonate
  5. dry with materialwith water and dried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe residue was purified by silica gel column chromatography
  8. washeluted with a 4:1 by volume mixture of benzene and ethyl acetate

出典と根拠

ORDレコード
ord-af3dcb2bd82641cbb3fecccbf0e221e1
出典データセット
uspto-grants-1992_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05104888

反応ノート

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