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2-Acetamidoethyl (2R)-2-(4-chlorophenyl)-2-[3-(trifluoromethyl)phenoxy]acetate → Halofenate

HRID 45984
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HRID 45984 반응식
[C:1]([NH:4][CH2:5][CH2:6][O:7][C:8](=[O:28])[C@@H:9]([C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=1)(=[O:3])[CH3:2]>C(OC(C)C)(C)C>[C:1]([NH:4][CH2:5][CH2:6][O:7][C:8](=[O:28])[CH:9]([C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:18])([F:19])[F:20])[CH:12]=1)(=[O:3])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 120822592-Acetamidoethyl (2R)-2-(4-chlorophenyl)-2-[3-(trifluoromethyl)phenoxy]acetate

생성물 1

HCID 33584Halofenate

시약·촉매·용매 1

HCID 7914Diisopropyl Ether용매

반응 조건

온도
44 °C

실험 절차

(−)-(4-Chloro-phenyl)-(R)-(3-trifluoromethyl-phenoxy)-acetic acid 2-acetylamino-ethyl ester (90.0 g) was dissolved in diisopropylether (900 mL) at 55° C. The resulting mixture was polish filtered, the solution cooled to 44° C. over about 20 minutes and seeded. The resulting mixture was stirred for 1 hour at 44° C., cooled to 35° C. over 4 hours, then stirred at 35° C. for 2 hours to yield a thick suspension. The suspension was cooled to −5° C. over about 5 hours and then stirred at −5° C. The resulting crystals were filtered off with a centrifuge and washed with precooled (−5° C.) diisopropylether (100 mL). The wet product was dried at 30° C. to yield the title compound as a white crystalline solid, more specifically as white crystals, needles.

후처리

  1. filtrationfiltered
  2. temperaturecooled to 35° C. over 4 hours
  3. stirringstirred at 35° C. for 2 hours
  4. customto yield a thick suspension
  5. temperatureThe suspension was cooled to −5° C. over about 5 hours
  6. stirringstirred at −5° C
  7. filtrationThe resulting crystals were filtered off with a centrifuge
  8. washwashed with precooled (−5° C.) diisopropylether (100 mL)
  9. customThe wet product was dried at 30° C.

출처 및 근거

ORD 기록
ord-0590b7d42d60422bb71c9bf54c95b6e0
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08541614B2

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