Triacetoxyperiodinane → 6-Butylbenzofuran-2-carbaldehyde

HRID 629151ノート

反応式

HRID 629151 の反応式
[CH2:1]([C:5]1[CH:15]=[CH:14][C:8]2[CH:9]=[C:10]([CH2:12][OH:13])[O:11][C:7]=2[CH:6]=1)[CH2:2][CH2:3][CH3:4].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C(=O)(O)[O-].[Na+]>ClCCl>[CH2:1]([C:5]1[CH:15]=[CH:14][C:8]2[CH:9]=[C:10]([CH:12]=[O:13])[O:11][C:7]=2[CH:6]=1)[CH2:2][CH2:3][CH3:4]

参加物

5

反応物 3

HCID 159087TriacetoxyperiodinaneHCID 516892Sodium BicarbonateHCID 118228971(6-Butylbenzofuran-2-yl)methanol

生成物 1

HCID 1182289706-Butylbenzofuran-2-carbaldehyde収率 96%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (6-butylbenzofuran-2-yl)methanol (85 mg, 0.42 mmol) in 1.5 mL dichloromethane at room temperature was added Dess-Martin periodinane (247 mg, 0.58 mmol). The resulting suspension was stirred vigorously for 2 h at room temperature, poured into 20 mL saturated sodium bicarbonate and extracted with dichloromethane (3×15 mL). The combined dichloromethane extracts were dried over magnesium sulfate, filtered and concentrated. The crude mixture was subjected to chromatography on silica gel (5% ethyl acetate in hexanes) to give 6-butylbenzofuran-2-carbaldehyde (81 mg, 96%) as an oil. Used without further characterization.

後処理

  1. extractionextracted with dichloromethane (3×15 mL)
  2. dry with materialThe combined dichloromethane extracts were dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-4e657b18fa964044a536ec9fb1074abc
出典データセット
uspto-grants-2016_04
特許番号
US09315495B2

反応ノート

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