3-Methylbut-1-yne → HCID 69959296、化合物

HRID 2296689ノート

反応式

HRID 2296689 の反応式
[CH:1]([C:4]#[CH:5])([CH3:3])[CH3:2].C([Li])CCC.[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=1[C:19](=[O:24])[C:20]([F:23])([F:22])[F:21]>C1COCC1>[NH2:11][C:12]1[C:13]([C:19]([OH:24])([C:5]#[C:4][CH:1]([CH3:3])[CH3:2])[C:20]([F:23])([F:21])[F:22])=[CH:14][C:15]([F:18])=[CH:16][CH:17]=1

参加物

5

反応物 3

HCID 690193-Methylbut-1-yneHCID 120519091-(2-Amino-5-fluorophenyl)-2,2,2-trifluoroethanoneHCID 178418339Butyllithium

生成物 1

HCID 69959296HCID 69959296、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To an ice-cooled solution of 1.89 mL of isopropylacetylene in 35 mL of dry THF was added dropwise over 5 min, 10.0 mL of 1.6 M n-butyllithium. The reaction mixture was stirred at 0° for 30 min after which time 828 mg of 1-(2-amino-5-fluorophenyl)-2,2,2-trifluoroethanone was added. The reaction mixture was stirred at 0° for 1.25 h after which time it was quenched with saturated aqueous ammonium chloride and poured onto water. This mixture was extracted twice with ether and the combined extracts were washed with brine dried and evaporated. The residue was purified by column chromatography on silica gel (elution with ethyl acetate/hexanes) affording 220 mg of the title compound as a tan solid.

後処理

  1. additionwas added dropwise over 5 min
  2. additionwas added
  3. customwas quenched with saturated aqueous ammonium chloride
  4. additionpoured onto water
  5. extractionThis mixture was extracted twice with ether
  6. washthe combined extracts were washed with brine
  7. customdried
  8. customevaporated
  9. customThe residue was purified by column chromatography on silica gel (elution with ethyl acetate/hexanes)

出典と根拠

ORDレコード
ord-80476b81c6d24010a970088dc774999c
出典データセット
uspto-grants-2002_12
特許番号
US06489320B1

反応ノート

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