Chloroform → HCID 53703941, 화합물

HRID 1730747노트

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HRID 1730747 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([S:16]([CH2:18][C:19]([OH:21])=[O:20])=[O:17])[CH3:15])=[CH:10][CH:9]=1.[OH-].[K+].[CH:24](Cl)(Cl)Cl.CI>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.O>[CH3:24][O:20][C:19](=[O:21])[CH2:18][S:16]([CH:14]([C:11]1[CH:12]=[CH:13][C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])=[CH:9][CH:10]=1)[CH3:15])=[O:17]

참가 물질

7

반응물 4

HCID 6212ChloroformHCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 20348737HCID 20348737, 화합물

생성물 1

HCID 53703941HCID 53703941, 화합물

시약·촉매·용매 2

HCID 67553Tetrabutylammonium Iodide촉매HCID 962Water용매

실험 절차

1.1 gm (3 millimols) of tetrabutylammonium iodide and 3.06 gm (10 millimols) of [1-(2'-fluoro-4-biphenylyl)-ethylsulfinyl]-acetic acid (m.p. 164° - 165° C) were added to a solution of 730 mgm (13 millimols) of potassium hydroxide in 20 ml of water, then 20 ml of chloroform and 2 ml of methyl iodide were added, and the mixture was stirred at room temperature for 10 hours. Afterwards, the organic phase was separated from the neutral aqueous phase, washed with dilute hydrochloric acid and then with water, dried and evaporated. The residue (3.6 gm) was purified by chromatography on 100 gm of silicagel (grain size: 0.05 - 0.2 mm) with cyclohexane ethyl acetate = 1/4. After evaporation of the combined fractions with an Rf -value of 0.4 and recrystallization of the residue from isopropanol, 1.7 gm (53% of theory) of the title compound m.p. 75° - 77° C were obtained.

후처리

  1. customAfterwards, the organic phase was separated from the neutral aqueous phase
  2. washwashed with dilute hydrochloric acid
  3. dry with materialwith water, dried
  4. customevaporated
  5. customThe residue (3.6 gm) was purified by chromatography on 100 gm of silicagel (grain size: 0.05 - 0.2 mm) with cyclohexane ethyl acetate = 1/4
  6. customAfter evaporation of the combined fractions
  7. customwith an Rf -value of 0.4 and recrystallization of the residue from isopropanol, 1.7 gm (53% of theory) of the title compound m.p. 75° - 77° C
  8. customwere obtained

출처 및 근거

ORD 기록
ord-ce0772d0b453474390f69ca151360bfe
출처 데이터셋
uspto-grants-1976_11
특허 번호
US03993683

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