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Thionyl Chloride → 4-(Chloromethyl)-2'-fluoro-5'-(methyloxy)-2-cyclooctyl-1,1'-biphenyl

HRID 2098927
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반응식

HRID 2098927 반응식
[CH:1]1([C:9]2[CH:14]=[C:13]([CH2:15]O)[CH:12]=[CH:11][C:10]=2[C:17]2[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:18]=2[F:25])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:28])=O>C(Cl)Cl.CN(C=O)C>[Cl:28][CH2:15][C:13]1[CH:12]=[CH:11][C:10]([C:17]2[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:18]=2[F:25])=[C:9]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]2)[CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 24386Thionyl ChlorideHCID 57706668(2-Cyclooctyl-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol

생성물 1

HCID 577060514-(Chloromethyl)-2'-fluoro-5'-(methyloxy)-2-cyclooctyl-1,1'-biphenyl수율 95%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of T11.6 (0.130 g, 0.4 mmol) in DCM (2.00 mL) and DMF (0.03 mL) at 0° C. was added thionyl chloride (0.06 mL, 0.8 mmol). The reaction was stirred at room temperature for 2 hours. After which, the reaction was concentrated in vacuo and the product was then purified on silica gel (0-10% EtOAc in hexanes) to yield T11 as a colorless oil (0.130 g, 95% yield).

후처리

  1. concentrationAfter which, the reaction was concentrated in vacuo
  2. customthe product was then purified on silica gel (0-10% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-7d66e18a228d41d8bfeae6f11e894ced
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08450522B2

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