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

HRID 350011ノート

反応式

HRID 350011 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-383316e3e8d449daa9ae1ee142d77004
出典データセット
uspto-grants-2007_02
特許番号
US07179823B1

反応ノート

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