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1-{3-{Bis[4-(methoxymethoxy)phenyl]methyl}indol-2-ylcarbonyl}-4-(2-chlorophenyl)piperazine → 1-{3-[Bis(4-hydroxyphenyl)methyl]indol-2-ylcarbonyl}-4-(2-chlorophenyl)piperazine

HRID 442852
ノート
印刷プレビュー

反応式

HRID 442852 の反応式
COC[O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([C:36]2[CH:41]=[CH:40][C:39]([O:42]COC)=[CH:38][CH:37]=2)[C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][C:13]=2[C:21]([N:23]2[CH2:28][CH2:27][N:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[Cl:35])[CH2:25][CH2:24]2)=[O:22])=[CH:7][CH:6]=1>O1CCCC1.C(O)C.Cl>[OH:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([C:36]2[CH:37]=[CH:38][C:39]([OH:42])=[CH:40][CH:41]=2)[C:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][C:13]=2[C:21]([N:23]2[CH2:24][CH2:25][N:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[Cl:35])[CH2:27][CH2:28]2)=[O:22])=[CH:7][CH:6]=1
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 1

HCID 158589011-{3-{Bis[4-(methoxymethoxy)phenyl]methyl}indol-2-ylcarbonyl}-4-(2-chlorophenyl)piperazine

生成物 1

HCID 701554591-{3-[Bis(4-hydroxyphenyl)methyl]indol-2-ylcarbonyl}-4-(2-chlorophenyl)piperazine収率 89.7%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran
溶媒

実験手順

Compound 1 (1.43 g, 2.28 mmol) obtained in Example 1 was dissolved in a mixed solvent of tetrahydrofuran (20 ml) and ethanol (20 ml), and 5 ml of 2N hydrochloric acid was added thereto, followed by heating under reflux for 0.5 hours. The solvent was distilled off under reduced pressure, and a saturated aqueous solution of sodium bicarbonate was added thereto followed by extraction with ethyl acetate. The resulting organic layer was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate, and the solvent was distilled off under pressure. The resulting residue was washed with diethyl ether/ethyl acetate and crystallized to give 1.1 g (yield: 88%) of the title compound.

後処理

  1. additionwas added
  2. temperatureby heating
  3. temperatureunder reflux for 0.5 hours
  4. distillationThe solvent was distilled off under reduced pressure
  5. additiona saturated aqueous solution of sodium bicarbonate was added
  6. extractionthereto followed by extraction with ethyl acetate
  7. washThe resulting organic layer was washed with a saturated aqueous solution of sodium chloride
  8. dry with materialdried over magnesium sulfate
  9. distillationthe solvent was distilled off under pressure
  10. washThe resulting residue was washed with diethyl ether/ethyl acetate
  11. customcrystallized

出典と根拠

ORDレコード
ord-9d4f6a7c81754419985d1cc925bd6b0c
出典データセット
uspto-grants-1999_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05891902

反応ノート

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