Hydrochloric Acid → 3-[4-(3-Diethylaminopropoxy)benzoyl]-2-phenylbenzothiophene

HRID 268396ノート

反応式

HRID 268396 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]1([C:11]2[S:12][C:13]3[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=3[CH:15]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH2:20]([N:22]([CH2:36][CH3:37])[CH2:23][CH2:24][CH2:25][O:26][C:27]1[CH:35]=[CH:34][C:30]([C:31](Cl)=[O:32])=[CH:29][CH:28]=1)[CH3:21].Cl>C(=S)=S.C(Cl)Cl.C(=S)=S>[CH2:36]([N:22]([CH2:20][CH3:21])[CH2:23][CH2:24][CH2:25][O:26][C:27]1[CH:28]=[CH:29][C:30]([C:31]([C:15]2[C:14]3[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=3[S:12][C:11]=2[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[O:32])=[CH:34][CH:35]=1)[CH3:37]

参加物

7

反応物 4

HCID 313Hydrochloric Acid2 回HCID 6108862-Phenylbenzo[b]thiopheneHCID 6451240Aluminum(III) ChlorideHCID 214352614-(3-Diethylaminopropoxy)benzoyl chloride

生成物 1

HCID 214352573-[4-(3-Diethylaminopropoxy)benzoyl]-2-phenylbenzothiophene

試薬・触媒・溶媒 2

HCID 6348Carbon Disulfide溶媒HCID 22764793Carbon disulfide methylene chloride溶媒

実験手順

To a slurry of 4.0 g. (0.03 mol.) of anhydrous aluminum chloride in 30 ml. of carbon disulfide under a nitrogen atmosphere at 5° is added a mixture of 2.1 g. (0.01 mol.) of 2-phenylbenzothiophene in 40 ml. of 1:1 carbon disulfide-methylene chloride containing 3.06 g. (0.01 mol.) of 4-(3-diethylaminopropoxy)benzoyl chloride. After addition, the reaction mixture is warmed to ambient temperature and stirred for 16 hours. Dilute aqueous hydrochloric acid is added to the mixture and the layers are separated. The aqueous phase is re-extracted with chloroform and the organic layers are combined and concentrated to give a residue which is treated with ethereal hydrochloric acid and chromatographed on silica gel with methanol-chloroform as eluant to give the title compound as the corresponding hydrochloride salt.

後処理

  1. additiona mixture of 2.1 g
  2. additionAfter addition
  3. customthe layers are separated
  4. extractionThe aqueous phase is re-extracted with chloroform
  5. concentrationconcentrated
  6. customto give a residue which
  7. customchromatographed on silica gel with methanol-chloroform as eluant

出典と根拠

ORDレコード
ord-cbe5e8fbfd6648538389dce7d1173ec7
出典データセット
uspto-grants-1976_03
特許番号
US03947470

反応ノート

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