1-Butyne → 2-But-1-ynyl-5-fluoro-phenylamine

HRID 1640247

反応式

HRID 1640247 の反応式
[CH2:1]1[CH2:5]O[CH2:3][CH2:2]1.[F:6][C:7]1[CH:8]=[CH:9][C:10](I)=[C:11]([CH:13]=1)[NH2:12].C(N(CC)CC)C.C#CCC>C(OCC)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cu](I)I>[C:5]([C:10]1[CH:9]=[CH:8][C:7]([F:6])=[CH:13][C:11]=1[NH2:12])#[C:1][CH2:2][CH3:3]

参加物

8

反応物 4

HCID 78461-ButyneHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 27745125-Fluoro-2-iodoaniline

生成物 1

HCID 581174762-But-1-ynyl-5-fluoro-phenylamine

試薬・触媒・溶媒 3

HCID 83717Copper iodide触媒HCID 178418476HCID 178418476、化合物触媒HCID 3283Diethyl Ether溶媒

実験手順

160 mL of THF were placed in the flask and degassed with argon. Then 10 g (45 mmol) 5-fluoro-2-iodo-aniline, 1.5 g (2.1 mmol) PdCl2(PPh3)2 and 0.40 g (2.1 mmol) copper iodide were added and the flask was rinsed with argon. Then 18 mL (0.13 mol) triethylamine were added and 3.0 g (55 mmol) 1-butyne (in gaseous form) were passed through the solution. The reaction mixture was stirred for 3 h at RT, then diluted with diethyl ether, filtered through kieselguhr and evaporated down.

後処理

  1. customdegassed with argon
  2. washthe flask was rinsed with argon
  3. filtrationfiltered through kieselguhr
  4. customevaporated down

出典と根拠

ORDレコード
ord-db4a19ae8e89483987734dd1bd3132c5
出典データセット
uspto-grants-2012_02
特許番号
US08110575B2

関連ノート

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