Water → 7-(4-Methylbenzyl)benzo[b]thiophene

HRID 15409노트

반응식

HRID 15409 반응식
[I-].[Na+].Cl[Si](C)(C)C.[S:8]1[CH:12]=[CH:11][C:10]2[CH:13]=[CH:14][CH:15]=[C:16]([CH:17]([C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=3)O)[C:9]1=2.O>C(#N)C>[CH3:25][C:22]1[CH:21]=[CH:20][C:19]([CH2:17][C:16]2[C:9]3[S:8][CH:12]=[CH:11][C:10]=3[CH:13]=[CH:14][CH:15]=2)=[CH:24][CH:23]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 5238Sodium IodideHCID 6397ChlorotrimethylsilaneHCID 68717781Benzo[b]thiophen-7-yl-p-tolylmethanol

생성물 1

HCID 670691007-(4-Methylbenzyl)benzo[b]thiophene수율 89.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a suspension of sodium iodide (2.0 g) in acetonitrile was added chlorotrimethylsilane (1.5 g) at room temperature. After the mixture was stirred at room temperature for 15 minutes, benzo[b]thiophen-7-yl-p-tolylmethanol (0.68 g) was added to the mixture, and the mixture was stirred at room temperature for 15 minutes. The reaction mixture was poured into water, and the mixture was extracted with hexane. The organic layer washed with water and brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane) to give the title compound (0.57 g) as colorless oil.

후처리

  1. stirringthe mixture was stirred at room temperature for 15 minutes
  2. extractionthe mixture was extracted with hexane
  3. washThe organic layer washed with water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customthe residue was purified by column chromatography on silica gel (eluent: n-hexane)

출처 및 근거

ORD 기록
ord-ba1270ebd64c429686d97f9ef417a6f9
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732596B2

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