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

HRID 1294122
ノート
印刷プレビュー

反応式

HRID 1294122 の反応式
[C:1]1([C:7]2[S:8][CH:9]=[C:10]([CH2:12][O:13][C:14]3[CH:19]=[CH:18][C:17]([CH2:20]O)=[CH:16][CH:15]=3)[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O1CCCC1.S(Cl)([Cl:29])=O>C1(C)C=CC=CC=1>[Cl:29][CH2:20][C:17]1[CH:18]=[CH:19][C:14]([O:13][CH2:12][C:10]2[N:11]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[S:8][CH:9]=2)=[CH:15][CH:16]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

HCID 178613834-(4-Chloromethylphenoxy)methyl-2-phenylthiazole収率 89%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

To a mixture of [4-[(2-phenyl-4-thiazolyl)methoxy]phenyl]methanol (4.35 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 (4.10 g, 89%) of 4-(4-chloromethylphenoxymethyl)-2-phenylthiazole. melting point: 98-99° C.

後処理

  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

出典と根拠

ORDレコード
ord-c2dcfba48e9540c58a066e4c744aa4b4
出典データセット
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07238716B2

反応ノート

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