Trimethyl orthoformate → 2-(1,1-Dimethoxyethyl)-3-phenylthiophene

HRID 507625ノート

反応式

HRID 507625 の反応式
[C:1]1([C:7]2[CH:8]=[C:9](C(=O)C)[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:15][O:16][CH:17](OC)[O:18][CH3:19].O.[C:23]1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH3:15][O:16][C:17]([C:11]1[S:10][CH:9]=[CH:8][C:7]=1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([O:18][CH3:19])[CH3:23]

参加物

5

反応物 3

HCID 9005Trimethyl orthoformateHCID 521998p-Toluenesulfonic acid monohydrateHCID 135416931-(4-Phenylthiophen-2-yl)ethan-1-one

生成物 1

HCID 574288492-(1,1-Dimethoxyethyl)-3-phenylthiophene

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1-(4-Phenylthiophen-2-yl)ethanone (1.33 g, 6.57 mmol) was dissolved in MeOH and treated with trimethylorthoformate (1.44 mL, 13.2 mmol) and p-toluenesulfonic acid monohydrate (0.050 g). The resulting solution was stirred at ambient temperature for 16 h at which time the solution was partitioned between Et2O and saturated aqueous NaHCO3 solution. The organic phase was separated and washed with two portions of water and three portions of brine, then dried over Na2SO4 and concentrated in vacuo. The resulting white semi-solid was used without further purification. MS (M+H)+ 249.

後処理

  1. customwas partitioned between Et2O and saturated aqueous NaHCO3 solution
  2. customThe organic phase was separated
  3. washwashed with two portions of water and three portions of brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe resulting white semi-solid was used without further purification

出典と根拠

ORDレコード
ord-d786b812e0c0479aa756995fdeadcd60
出典データセット
uspto-grants-2010_08
特許番号
US07786132B2

反応ノート

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