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

HRID 1294125노트

반응식

HRID 1294125 반응식
[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21]O)=[CH:17][CH:16]=1.O1CCCC1.S(Cl)([Cl:30])=O>C1(C)C=CC=CC=1>[Cl:30][CH2:21][C:18]1[CH:19]=[CH:20][C:15]([O:14][CH2:13][C:3]2[N:4]=[C:5]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[S:6][C:2]=2[CH3:1])=[CH:16][CH:17]=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

To a mixture of [4-[(5-methyl-2-phenyl-4-thiazolyl)methoxy]phenyl]methanol (4.50 g), tetrahydrofuran (50 mL) and toluene (50 mL) was added a solution (5 mL) of thionyl chloride (1.5 mL) in toluene under ice-cooling, and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was concentrated and the residue was dissolved in ethyl acetate. The mixture was washed successively with saturated aqueous sodium hydrogencarbonate and saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give colorless crystals (4.50 g, 94%) of 4-(4-chloromethylphenoxymethyl)-5-methyl-2-phenylthiazole. melting point: 100-101° C.

후처리

  1. temperaturecooling
  2. concentrationThe reaction mixture was concentrated
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washThe mixture was washed successively with saturated aqueous sodium hydrogencarbonate and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8625930261c1478fb2dabbb43d0ed008
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07238716B2

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