Boron trifluoride etherate → 2-(5-Bromo-2-methoxybenzyl)-1-benzothiophene

HRID 604708노트

반응식

HRID 604708 반응식
[SiH](CC)(CC)CC.B(F)(F)F.CCOCC.[S:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[CH:19]=[C:18]1[CH:26]([C:28]1[CH:33]=[C:32]([Br:34])[CH:31]=[CH:30][C:29]=1[O:35][CH3:36])O.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[Br:34][C:32]1[CH:31]=[CH:30][C:29]([O:35][CH3:36])=[C:28]([CH:33]=1)[CH2:26][C:18]1[S:17][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[CH:19]=1

참가 물질

6

반응물 4

HCID 8000Boron trifluoride etherateHCID 12052TriethylsilaneHCID 516892Sodium BicarbonateHCID 61406666(1-Benzothien-2-yl)(5-bromo-2-methoxyphenyl)methanol

생성물 1

HCID 184504602-(5-Bromo-2-methoxybenzyl)-1-benzothiophene수율 92%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Then, Et3SiH (10.3 mL, 0.0642 mol) and BF3.Et2O (4.10 mL, 0.0321 mol) were added sequentially to a chloroform (110 mL) solution of (1-benzothien-2-yl)(5-bromo-2-methoxyphenyl)methanol (1.2 g, 0.0321 mol) at −15° C. After the mixture was stirred for 0.5 hours, a saturated sodium bicarbonate aqueous solution was added. The mixture was extracted with chloroform, and the organic phase was washed with brine and then dried with anhydrous magnesium sulfate. The residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=30:1) to obtain a title compound (9.84 g, 92%) as a yellow crystal.

후처리

  1. extractionThe mixture was extracted with chloroform
  2. washthe organic phase was washed with brine
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customThe residue obtained
  5. customby evaporating the solvent under reduced pressure
  6. customwas purified by silica gel column chromatography (hexane:ethyl acetate=30:1)

출처 및 근거

ORD 기록
ord-88f7099b8ce646b1b413e313e190da9e
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910619B2

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