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

HRID 909772ノート

反応式

HRID 909772 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-b76daecdca7348f18a8a300537ef0d3f
出典データセット
uspto-grants-2011_09
特許番号
US08017792B2

反応ノート

読み込み中…