Hydrochloric Acid → 5-(2,4,5-Trifluorophenyl)-3-pentyn-1-ol

HRID 2050648ノート

反応式

HRID 2050648 の反応式
Br[C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[F:10].[CH2:11]([OH:16])[CH2:12][CH2:13][C:14]#[CH:15].[Cl-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.Cl>C(N(CC)CC)C.[Pd].[Cu]I>[F:10][C:3]1[CH:4]=[C:5]([F:9])[C:6]([F:8])=[CH:7][C:2]=1[CH2:15][C:14]#[C:13][CH2:12][CH2:11][OH:16]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 675971-Bromo-2,4,5-trifluorobenzeneHCID 793464-Pentyn-1-olHCID 22619264Triphenyl phosphine chloride

生成物 1

HCID 200587085-(2,4,5-Trifluorophenyl)-3-pentyn-1-ol

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 8471Triethylamine溶媒

実験手順

A mixture of 1-bromo-2,4,5-trifluorobenzene (5.0 g, 23.7 mmol), 4-pentyn-1-ol (2.4 ml, 26 mmol), palladium bis(triphenylphosphine chloride (5 mg), copper (I) iodide (5 mg) in triethylamine (30 ml) was refluxed under argon for 10 hours. On cooling, the mixture was acidified with dilute hydrochloric acid and was extracted with ethyl ether. Evaporation of the extracts gave an oil, which was purified by chromatography on a silica column using 60% ethyl ether/hexane to give the title alcohol.

後処理

  1. temperaturewas refluxed under argon for 10 hours
  2. temperatureOn cooling
  3. extractionwas extracted with ethyl ether
  4. customEvaporation of the extracts
  5. customgave an oil, which
  6. customwas purified by chromatography on a silica column

出典と根拠

ORDレコード
ord-3176bd6e97ba40288a1792136a6e19ff
出典データセット
uspto-grants-1991_05
特許番号
US05013850

反応ノート

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