Hydrochloric Acid → (6-Butylbenzofuran-2-yl)methanol

HRID 629150ノート

反応式

HRID 629150 の反応式
C[O:2][C:3]([C:5]1[O:6][C:7]2[CH:13]=[C:12]([CH2:14][CH2:15][CH2:16][CH3:17])[CH:11]=[CH:10][C:8]=2[CH:9]=1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>CCOCC>[CH2:14]([C:12]1[CH:11]=[CH:10][C:8]2[CH:9]=[C:5]([CH2:3][OH:2])[O:6][C:7]=2[CH:13]=1)[CH2:15][CH2:16][CH3:17]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 118228973Methyl-6-butylbenzofuran-2-carboxylate

生成物 1

HCID 118228971(6-Butylbenzofuran-2-yl)methanol収率 82%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

Methyl-6-butylbenzofuran-2-carboxylate (118 mg, 0.51 mmol) was dissolved in 2 mL of anhydrous ether, flushed with argon and cooled to 0° C. Powdered lithium aluminum hydride (21 mg, 0.56 mmol) was added and the resulting suspension stirred vigorously for 2 h at 0° C. The mixture was poured into 25 mL of 1 N hydrochloric acid and extracted with ether (3×20 mL). The combined ether extracts were dried over magnesium sulfate, filtered and concentrated. The crude mixture was subjected to chromatography on silica gel with gradient elution (5-20% ethyl acetate in hexanes) to give (6-butylbenzofuran-2-yl)methanol (85 mg, 82%) as an oil. Used without further characterization.

後処理

  1. customflushed with argon
  2. extractionextracted with ether (3×20 mL)
  3. dry with materialThe combined ether extracts were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. washThe crude mixture was subjected to chromatography on silica gel with gradient elution (5-20% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-d5564f04f7894cfb981d899d8ed57b54
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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