Hydrochloric Acid → HCID 15294979、化合物

HRID 374821ノート

反応式

HRID 374821 の反応式
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][N:22]([CH3:24])[CH3:23])=[CH:15][CH:14]=3)=[O:12])=[C:9]([CH:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)[S:8][C:7]=2[CH:30]=1.[Cl-].[Al+3].[Cl-].[Cl-].C(S)C.Cl.C(=O)([O-])O.[Na+]>ClCCl.CO.C(Cl)(Cl)Cl.O.C1COCC1>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([C:11]([C:13]3[CH:14]=[CH:15][C:16]([O:19][CH2:20][CH2:21][N:22]([CH3:24])[CH3:23])=[CH:17][CH:18]=3)=[O:12])=[C:9]([CH:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)[S:8][C:7]=2[CH:30]=1

参加物

11

反応物 5

HCID 313Hydrochloric AcidHCID 6343EthanethiolHCID 516892Sodium BicarbonateHCID 6451240Aluminum(III) ChlorideHCID 19424255HCID 19424255、化合物

生成物 1

HCID 15294979HCID 15294979、化合物収率 62.1%

試薬・触媒・溶媒 5

HCID 887Methanol溶媒HCID 962Water溶媒HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

35 mg of (6-methoxy-2-cyclopentylbenzo[b]thien-3yl)[4-[2-(dimethylamino)ethoxy]phenyl]methanone is dissolved in 5 mL of dichloromethane, 65 mg of aluminum chloride and 0.03 mL of ethanethiol are added, and this mixture is agitated for two hours at room temperature. 0.3 mL of THF, 0.075 mL of 20% hydrochloric acid, and 0.3 mL of water are added to the reaction mixture, after which a saturated aqueous solution of sodium hydrogencarbonate is added to render the solution alkaline, and the organic layer is extracted with ethyl acetate and dried with anhydrous magnesium sulfate. The solvent is distilled off, and the crude product thus obtained is refined by TLC (developing solvent was chloroform:methanol=19:1), which gives 21 mg of (6-hydroxy-2-cyclopentylbenzo[b]thien-3yl)[4-[2-(dimethylamino)ethoxy]phenyl]methanone.

後処理

  1. extractionthe organic layer is extracted with ethyl acetate
  2. dry with materialdried with anhydrous magnesium sulfate
  3. distillationThe solvent is distilled off
  4. customthe crude product thus obtained

出典と根拠

ORDレコード
ord-d2ea8597c5ec4fe3a081d1c2fb7b3b50
出典データセット
uspto-grants-1996_01
特許番号
US05482950

反応ノート

読み込み中…