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Trifluoroacetic acid → 4-Oxo-3-(quinolin-3-yl)-butyric acid ethyl ester

HRID 379266
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반응식

HRID 379266 반응식
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][CH:6]([C:10]1[CH:11]=[N:12][C:13]2[C:18]([CH:19]=1)=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:7]=CC)[CH3:2].C(O)(C(F)(F)F)=[O:22].O=[O+][O-].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:20])[CH2:5][CH:6]([C:10]1[CH:11]=[N:12][C:13]2[C:18]([CH:19]=1)=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:7]=[O:22])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6422Trifluoroacetic acidHCID 11776TriphenylphosphineHCID 24823OzoneHCID 541558463-(Quinolin-3-yl)-hex-4-enoic acid ethyl ester

생성물 1

HCID 537991904-Oxo-3-(quinolin-3-yl)-butyric acid ethyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 22-3 (1.0 g, 3.7 mmol), TFA (0.06 mL, 3.9 mmol), and sudan red (0.5 mg) in anhydrous CH2Cl2 (50 mL) was cooled to −78° and treated with O3 until the sudan red color disappeared (5 min). Solid Ph3P (1.4 g, 5.6 mmol) was added and the solution warmed to room temperature. After 30 min., the solution was washed with sat. NaHCO3, dried, filtered, and evaporated. Chromatography on silica gel (10% acetone/EtOAc) afforded 22-4 as colorless glass.

후처리

  1. custom(5 min)
  2. washthe solution was washed with sat. NaHCO3
  3. customdried
  4. filtrationfiltered
  5. customevaporated

출처 및 근거

ORD 기록
ord-82ce3421100f4c2094899fc9bc20e815
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06297249B1

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