Tetrahydrofuran → 4-(4-Chloromethylphenoxymethyl)-5-methyl-2-phenylthiazole

HRID 350011노트

반응식

HRID 350011 반응식
S(Cl)([Cl:3])=O.[CH3:5][C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:7]=1[CH2:17][O:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23]O)=[CH:21][CH:20]=1.O1CCCC1>C1(C)C=CC=CC=1>[Cl:3][CH2:23][C:22]1[CH:25]=[CH:26][C:19]([O:18][CH2:17][C:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[S:10][C:6]=2[CH3:5])=[CH:20][CH:21]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 24386Thionyl ChlorideHCID 688862694-(5-Methyl-2-phenyl-4-thiazolylmethoxy)benzyl alcohol

생성물 1

HCID 178613534-(4-Chloromethylphenoxymethyl)-5-methyl-2-phenylthiazole수율 94%

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-(5-methyl-2-phenyl-4-thiazolylmethoxy)benzyl alcohol (4.50 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, which 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)-5-methyl-2-phenylthiazole (4.50 g, yield 94%). Melting point: 100–101° C.

후처리

  1. temperaturecooling
  2. concentrationThe reaction mixture was concentrated
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwhich 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-383316e3e8d449daa9ae1ee142d77004
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179823B1

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