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

HRID 2050648노트

반응식

HRID 2050648 반응식
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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 8471Triethylamine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3176bd6e97ba40288a1792136a6e19ff
출처 데이터셋
uspto-grants-1991_05
특허 번호
US05013850

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