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Tetrahydrofuran → 4-(4-Chloromethylphenoxy)methyl-2-phenylthiazole

HRID 350008
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HRID 350008 반응식
S(Cl)([Cl:3])=O.[C:5]1([C:11]2[S:12][CH:13]=[C:14]([CH2:16][O:17][C:18]3[CH:25]=[CH:24][C:21]([CH2:22]O)=[CH:20][CH:19]=3)[N:15]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.O1CCCC1>C1(C)C=CC=CC=1>[Cl:3][CH2:22][C:21]1[CH:24]=[CH:25][C:18]([O:17][CH2:16][C:14]2[N:15]=[C:11]([C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=3)[S:12][CH:13]=2)=[CH:19][CH:20]=1
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참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 24386Thionyl ChlorideHCID 688882164-(2-Phenyl-4-thiazolylmethoxy)benzyl alcohol

생성물 1

HCID 178613834-(4-Chloromethylphenoxy)methyl-2-phenylthiazole수율 89%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

A solution of thionyl chloride (1.5 ml) in toluene (5 ml) was added to a mixture of 4-(2-phenyl-4-thiazolylmethoxy)benzyl alcohol (4.35 g), tetrahydrofuran (50 ml) and toluene (50 ml) under ice-cooling, which was stirred at room temperature for 2 hours. The reaction mixture was concentrated. The residue was dissolved in ethyl acetate, and the solution was washed with saturated aqueous sodium bicarbonate solution, then with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and concentrated to obtain colorless crystals of 4-(4-chloromethylphenoxymethyl)-2-phenylthiazole (4.10 g, yield 89%). Melting point: 98–99° C.

후처리

  1. temperaturecooling
  2. concentrationThe reaction mixture was concentrated
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washthe solution was washed with saturated aqueous sodium bicarbonate solution
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8c5ae72a22e44b60afc9228b60ca63c6
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07179823B1

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