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m-Chloroperbenzoic acid → HCID 11627975, 화합물

HRID 892263
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인쇄 미리보기

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HRID 892263 반응식
[CH3:1][C:2]1[CH:16]=[C:15]([O:17][CH2:18][C:19]2[N:20]=[C:21](/[CH:24]=[CH:25]/[C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][C:27]=3[F:36])[O:22][CH:23]=2)[CH:14]=[CH:13][C:3]=1[CH2:4][S:5][CH2:6][CH2:7][N:8]1[CH:12]=[CH:11][N:10]=[N:9]1.ClC1C=C(C(OO)=[O:45])C=CC=1>ClCCl.C(OCC)(=O)C>[F:36][C:27]1[CH:28]=[C:29]([C:32]([F:34])([F:33])[F:35])[CH:30]=[CH:31][C:26]=1/[CH:25]=[CH:24]/[C:21]1[O:22][CH:23]=[C:19]([CH2:18][O:17][C:15]2[CH:14]=[CH:13][C:3]([CH2:4][S:5]([CH2:6][CH2:7][N:8]3[CH:12]=[CH:11][N:10]=[N:9]3)=[O:45])=[C:2]([CH3:1])[CH:16]=2)[N:20]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 11577208HCID 11577208, 화합물

생성물 1

HCID 11627975HCID 11627975, 화합물수율 46.4%

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8857Ethyl Acetate용매

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온도
-30 °C

실험 절차

To a solution of 650 mg (1.25 mmol) 1-[2-(2-methyl-4-{2-[2-(E)-(2-fluoro-4-trifluoromethyl-phenyl)-vinyl]-oxazol-4-ylmethoxy}-benzylsulfanyl)-ethyl]-1H[1,2,3]triazole in 35 ml dichloromethane at −30° C. were added dropwise during 20 min. 493 mg (2.20 mmol) 3-chloro-benzenecarboperoxoic acid (77% peracid) dissolved in 20 ml ethyl acetate. After 1 hour stirring at −30° C. the mixture was allowed to warm up over night, stirred another 48 hours at room temperature, diluted with dichloromethane, washed with sodium bicarbonate solution, then with water, dried and evaporated. Elution from silica with ethyl acetate (1–10% methanol gradient) furnished as the second fraction 310 mg (46%) title compound as white solid.

후처리

  1. temperatureto warm up over night
  2. stirringstirred another 48 hours at room temperature
  3. washwashed with sodium bicarbonate solution
  4. dry with materialwith water, dried
  5. customevaporated
  6. washElution from silica with ethyl acetate (1–10% methanol gradient)

출처 및 근거

ORD 기록
ord-909f8dd8100c47fd9cc9402ace328dc8
출처 데이터셋
uspto-grants-2006_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07005526B2

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