Triethylamine → 1-(7-Ethyl-1-benzofuran-2-yl)ethan-1-one

HRID 1282827ノート

反応式

HRID 1282827 の反応式
[C:1]([C:4]1[O:5][C:6]2[C:12]([CH2:13][CH3:14])=[CH:11][C:10](Br)=[CH:9][C:7]=2[CH:8]=1)(=[O:3])[CH3:2].C(N(CC)CC)C>CO.[Pd]>[C:1]([C:4]1[O:5][C:6]2[C:12]([CH2:13][CH3:14])=[CH:11][CH:10]=[CH:9][C:7]=2[CH:8]=1)(=[O:3])[CH3:2]

参加物

5

反応物 2

HCID 8471TriethylamineHCID 877851-(5-Bromo-7-ethyl-2-benzofuryl)ethan-1-one

生成物 1

HCID 124484571-(7-Ethyl-1-benzofuran-2-yl)ethan-1-one収率 86.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A mixture of 80.1 g of 2-acetyl-5-bromo-7-ethylbenzofuran, 37.5 g of triethylamine and 5 g of 5% palladium-on-carbon in 1300 ml of methanol was hydrogenated at room temperature and atmospheric pressure until 1 molar equivalent of hydrogen had been absorbed. The catalyst was filtered off and the filtrate evaporated to dryness. The residual solid was dissolved in ethyl acetate, the resulting solution washed with water and with brine and dried over anhydrous sodium sulphate. The sodium sulphate was then filtered off and the filtrate evaporated under reduced pressure. The residual solid was crystallized from petroleum ether (boiling range 60°-80°C) to give 48.7 g of 2-acetyl-7-ethylbenzofuran as a white crystalline solid of melting point 59°-60°C.

後処理

  1. customwas hydrogenated at room temperature
  2. customatmospheric pressure until 1 molar equivalent of hydrogen had been absorbed
  3. filtrationThe catalyst was filtered off
  4. customthe filtrate evaporated to dryness
  5. dissolutionThe residual solid was dissolved in ethyl acetate
  6. washthe resulting solution washed with water and with brine
  7. dry with materialdried over anhydrous sodium sulphate
  8. filtrationThe sodium sulphate was then filtered off
  9. customthe filtrate evaporated under reduced pressure
  10. customThe residual solid was crystallized from petroleum ether (boiling range 60°-80°C)

出典と根拠

ORDレコード
ord-0b3fab9fba2a4a559cedf27d778ad6f8
出典データセット
uspto-grants-1976_08
特許番号
US03972900

反応ノート

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