Carbon Tetrachloride → HCID 86658928, 화합물

HRID 2048005노트

반응식

HRID 2048005 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:21].C1COCC1.[F:30][C:31]1[CH:40]=[CH:39][C:38]([O:41][CH2:42][CH2:43][CH3:44])=[C:37]2[C:32]=1[C:33](=[O:53])[C:34]([C:45]1[CH:50]=[CH:49][C:48]([O:51][CH3:52])=[CH:47][CH:46]=1)=[CH:35][NH:36]2.[C:54]([CH:57](O)[CH2:58][NH-:59])([OH:56])=[O:55]>O>[F:30][C:31]1[CH:40]=[CH:39][C:38]([O:41][CH2:42][CH2:43][CH3:44])=[C:37]2[C:32]=1[C:33](=[O:53])[C:34]([C:45]1[CH:46]=[CH:47][C:48]([O:51][CH3:52])=[CH:49][CH:50]=1)=[CH:35][NH:36]2.[C:54]([CH:57]([Cl:21])[CH2:58][NH-:59])([OH:56])=[O:55]

참가 물질

6

반응물 4

HCID 5943Carbon TetrachlorideHCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 86658929HCID 86658929, 화합물

생성물 1

HCID 86658928HCID 86658928, 화합물수율 58%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Triphenyl phosphine (2.47 g, 9.8 mmol) and carbon tetrachloride (1.4 g, 9.1 mmol) were added to a THF solution (30 ml) of 5-fluoro-3-(4-methoxyphenyl)-4-oxo-8-propoxy-1,4-dihydro-quinoline-2-carboxy-(2-hydroxyethyl)amide (3.0 g, 7.24 mmol) and heated under reflux for 2 hours. The mixture was cooled to room temperature, and water was then added thereto, followed by extraction with dichloromethane. The thus-obtained organic layer was washed with water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified using silica gel column chromatography (dichloromethane:methanol=100:0→20:1). The purified material was concentrated to dryness under reduced pressure, giving a white powder of 5-fluoro-3-(4-methoxyphenyl)-4-oxo-8-propoxy-1,4-dihydroquinoline-2-carboxy-(2-chloroethyl)amide (1.8 g, yield: 58%).

후처리

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. extractionfollowed by extraction with dichloromethane
  4. washThe thus-obtained organic layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified
  8. concentrationThe purified material was concentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-65228b46cf014f369cc125dc6f82afc4
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592593B2

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