Hydrochloric Acid → HCID 15294979, 화합물

HRID 374481노트

반응식

HRID 374481 반응식
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

참가 물질

11

반응물 5

HCID 313Hydrochloric AcidHCID 6343EthanethiolHCID 516892Sodium BicarbonateHCID 6451240Aluminum(III) ChlorideHCID 19424255HCID 19424255, 화합물

생성물 1

HCID 15294979HCID 15294979, 화합물수율 62.1%

시약·촉매·용매 5

HCID 887Methanol용매HCID 962Water용매HCID 6212Chloroform용매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

35 mg of (6-methoxy-2-cyclopentylbenzo[b]thien-3-yl)[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-3-yl)[4-[2-(dimethylamino)ethoxy]phenyl]methanone.

후처리

  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

출처 및 근거

ORD 기록
ord-b20578e09a62480a899572ff0def9c17
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05480904

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