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

Trifluoroacetic acid → HCID 66839473, 화합물

HRID 546791
노트
인쇄 미리보기

반응식

HRID 546791 반응식
[CH3:1][O:2][C:3](=[O:24])[CH:4]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]([F:23])([F:22])[F:21])[CH2:5][CH2:6][C:7]([O:9]C(C)(C)C)=O.F[C:26](F)(F)C(O)=O>ClCCl>[O:9]=[C:7]([CH3:26])[CH2:6][CH2:5][CH:4]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]([F:21])([F:22])[F:23])[C:3]([O:2][CH3:1])=[O:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 66839325HCID 66839325, 화합물

생성물 1

HCID 66839473HCID 66839473, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-(2-Trifluoromethylphenyl)pentanedioic acid 5-tert-butyl ester 1-methyl ester (3 g) was dissolved in dichloromethane (30 mL). Trifluoroacetic acid (12 mL) was added and the reaction solution was stirred at room temperature for one hour. The reaction solution was concentrated under reduced pressure, and the resulting residue was dissolved in toluene (60 mL). Thionyl chloride (1.89 mL) was added and the reaction solution was stirred at 80° C. for three hours. The reaction solution was concentrated under reduced pressure and diluted with THF (50 mL). Then, tributylphosphine (2.37 mL) was added at −20° C. and the reaction solution was stirred for 20 minutes. A 0.97 M solution of methylmagnesium bromide in THF (9.78 mL) was added dropwise to the reaction solution, and the reaction solution was stirred for 15 minutes. Then, a 1 N hydrochloric acid aqueous solution was added, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography (carrier: Chromatorex Si; elution solvent: heptane:ethyl acetate=19:1→heptane:ethyl acetate=1:1) to obtain the title compound (728 mg). The property values of the compound are as follows.

후처리

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. dissolutionthe resulting residue was dissolved in toluene (60 mL)
  3. additionThionyl chloride (1.89 mL) was added
  4. stirringthe reaction solution was stirred at 80° C. for three hours
  5. concentrationThe reaction solution was concentrated under reduced pressure
  6. additiondiluted with THF (50 mL)
  7. additionThen, tributylphosphine (2.37 mL) was added at −20° C.
  8. stirringthe reaction solution was stirred for 20 minutes
  9. additionA 0.97 M solution of methylmagnesium bromide in THF (9.78 mL) was added dropwise to the reaction solution
  10. stirringthe reaction solution was stirred for 15 minutes
  11. additionThen, a 1 N hydrochloric acid aqueous solution was added
  12. extractionfollowed by extraction with ethyl acetate
  13. dry with materialThe organic layer was dried over magnesium sulfate
  14. concentrationconcentrated under reduced pressure
  15. customThe residue was purified by silica gel chromatography (carrier: Chromatorex Si; elution solvent: heptane:ethyl acetate=19:1→heptane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-5709dbb4b112437e972190c148155caa
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07935815B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트