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Sodium Hydroxide → (4-chloro-2-fluoro-9-trifluoromethyl-9H-fluoren-9-yloxy)-acetic acid

HRID 1798998
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HRID 1798998 반응식
C([O:3][C:4](=[O:26])[CH2:5][O:6][C:7]1([C:22]([F:25])([F:24])[F:23])[C:19]2[CH:18]=[C:17]([F:20])[CH:16]=[C:15]([Cl:21])[C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)C.[OH-].[Na+]>C(O)C>[Cl:21][C:15]1[C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]([C:22]([F:23])([F:24])[F:25])([O:6][CH2:5][C:4]([OH:26])=[O:3])[C:19]=2[CH:18]=[C:17]([F:20])[CH:16]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 59492796(4-chloro-2-fluoro-9-trifluoromethyl-9H-fluoren-9-yloxy)-acetic acid ethyl ester

생성물 1

HCID 59492492(4-chloro-2-fluoro-9-trifluoromethyl-9H-fluoren-9-yloxy)-acetic acid수율 90%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

To a mixture of ethanol (440 ml) and (4-chloro-2-fluoro-9-trifluoromethyl-9H-fluoren-9-yloxy)-acetic acid ethyl ester (360 g) was added 2N aqueous sodium hydroxide solution (877 ml), and the mixture was stirred at 80° C. for 3.5 hr. The reaction mixture was cooled to room temperature, insoluble material was filtered off through celite, and washed with water (500 ml) and ethanol (60 ml). Water (120 ml) was added to the filtrate and the mixture was ice-cooled, and formic acid (199 ml) was added dropwise. This suspension was stirred at room temperature overnight, and filtered. The obtained solid was washed with 25v/v % ethanol-water (400 ml), air-dried overnight, and dried under reduced pressure at 60° C. to give the title compound (285 g, 2 steps 90%).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationinsoluble material was filtered off through celite
  3. washwashed with water (500 ml) and ethanol (60 ml)
  4. additionWater (120 ml) was added to the filtrate
  5. temperaturecooled
  6. additionformic acid (199 ml) was added dropwise
  7. stirringThis suspension was stirred at room temperature overnight
  8. filtrationfiltered
  9. washThe obtained solid was washed with 25v/v % ethanol-water (400 ml)
  10. customair-dried overnight
  11. customdried under reduced pressure at 60° C.

출처 및 근거

ORD 기록
ord-e4fe28b3366e4f449de7833a5c318c84
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08343994B2

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