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Hydrochloric Acid → 2-[4-({3-[3-Methyl-8-(trifluoromethyl)quinolin-4-yl]phenoxy}methyl)phenyl]ethanol

HRID 2104601
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HRID 2104601 반응식
[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[C:12]1[CH:13]=[C:14]([OH:18])[CH:15]=[CH:16][CH:17]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[C:19]([F:22])([F:21])[F:20].Br[CH2:24][C:25]1[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][OH:33])=[CH:27][CH:26]=1.C([O-])([O-])=O.[Cs+].[Cs+].Cl>C(Cl)Cl>[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[C:12]1[CH:13]=[C:14]([CH:15]=[CH:16][CH:17]=1)[O:18][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][OH:33])=[CH:27][CH:26]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[C:19]([F:22])([F:20])[F:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 10796Cesium carbonateHCID 223370184-(Bromomethyl)benzeneethanolHCID 665862653-[3-Methyl-8-(trifluoromethyl)quinolin-4-yl]phenol

생성물 1

HCID 669142542-[4-({3-[3-Methyl-8-(trifluoromethyl)quinolin-4-yl]phenoxy}methyl)phenyl]ethanol수율 75.1%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a stirred solution of 3-[3-Methyl-8-(trifluoromethyl)quinolin-4-yl]phenol (0.086 g, 0.28 mmol) and 2-(4-bromomethlyphenyl)ethanol (0.061 g, 0.28 mmol) in CH2Cl2 (5 mL) is added Cs2CO3 (0.365 g, 1.12 mmol). After 1.5 h, additional alkylating agent (0.015 g) is added and the reaction is stirred overnight. The reaction is neutralized with 2N aq HCl, extracted with ethyl acetate and dried (MgSO4). Chromatography eluting with 5:95 ethyl acetate:hexane afforded the title compound (0.092 g, 75%).

후처리

  1. additionadditional alkylating agent (0.015 g) is added
  2. extractionextracted with ethyl acetate
  3. dry with materialdried (MgSO4)
  4. washChromatography eluting with 5:95 ethyl acetate

출처 및 근거

ORD 기록
ord-e0e0b693af6f46db9745ffadb48f7694
출처 데이터셋
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07576215B2

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