홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Methyl trifluoromethyl ketone → 1,1,1-Trifluoro-2-methyl-3-(4-phenylsulfonylphenoxy)propan-2-ol

HRID 35880
노트
인쇄 미리보기

반응식

HRID 35880 반응식
[I-].[CH3:2][S+](C)(C)=O.[H-].[Na+].[F:9][C:10]([F:15])([F:14])[C:11](=[O:13])[CH3:12].[C:16]1([S:22]([C:25]2[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=2)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CS(C)=O.O1CCCC1.O>[F:9][C:10]([F:15])([F:14])[C:11]([CH3:2])([OH:13])[CH2:12][O:31][C:28]1[CH:27]=[CH:26][C:25]([S:22]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:23])=[O:24])=[CH:30][CH:29]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 9871Methyl trifluoromethyl ketoneHCID 24758Sodium hydride2회HCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 3438044-(Benzenesulfonyl)phenol

생성물 1

HCID 199393161,1,1-Trifluoro-2-methyl-3-(4-phenylsulfonylphenoxy)propan-2-ol수율 9.5%

시약·촉매·용매 3

HCID 679
Dimethyl Sulfoxide
용매
2회
HCID 962Water용매
HCID 8028Tetrahydrofuran용매

반응 조건

온도
10 °C

실험 절차

A suspension of trimethylsulfoxonium iodide (1.6 6 g, 7.56 mmol) and sodium hydride (0.36 g, 7.56 mmol of 50% in oil) was stirred in 25 mL of dimethylsulfoxide for 25 minutes. The mixture was cooled to 10° C. and was treated with a solution of trifluoroacetone (0.72 g, 6.41 mmol) in tetrahydrofuran (3 mL). After stirring for 20 minutes, the solution was allowed to warm to room temperature where it was treated with a solution of 4-(phenylsulfonyl)phenol (1.5 g, 6.40 mmol) and sodium hydride (0.31 g, 6.4 .mmol of 50% in oil) in dimethylsulfoxide (7.5 mL). The mixture was stirred for 1 hour and then heated to 50° C. for 18 hours. The reaction was poured into water, acidified to pH 6, and extracted with diethylether. The combined organic fractions were evaporated to give an oil. Chromatography, eluting with dichloromethane yielded the title compound as a tan solid (0.22 g); mp 94°-96° C.; NMR: 1.39 (s,3, CH3), 4.12 (q,2, CH2), 6.39 (s,1, OH), 7.17 (s,1, Ar), 7.20 (s,1, Ar), 7.63 (m,3, Ar), 7.91 (m,4, Ar); MS: m/z=361(M+1). Analysis for C16H15F3O4S: Calculated: C, 53.33; H, 4.20; Found: C, 53.54: H, 4.25.

후처리

  1. temperatureto warm to room temperature where it
  2. stirringThe mixture was stirred for 1 hour
  3. temperatureheated to 50° C. for 18 hours
  4. extractionextracted with diethylether
  5. customThe combined organic fractions were evaporated
  6. customto give an oil
  7. washChromatography, eluting with dichloromethane

출처 및 근거

ORD 기록
ord-ec5b7bac7a3c49c0a56de6b59478deb2
출처 데이터셋
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05411973

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트