Water → 8-[Chloro(2-methyl-5-phenylfuran-3-yl)methyl]-1,4-dioxaspiro[4.5]decane

HRID 1877077

反応式

HRID 1877077 の反応式
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([CH:11]([C:13]3[CH:17]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[O:15][C:14]=3[CH3:24])O)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.S(Cl)([Cl:27])=O.N1C=CC=CC=1.O>C1(C)C=CC=CC=1>[Cl:27][CH:11]([C:13]1[CH:17]=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[O:15][C:14]=1[CH3:24])[CH:8]1[CH2:9][CH2:10][C:5]2([O:4][CH2:3][CH2:2][O:1]2)[CH2:6][CH2:7]1

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 24386Thionyl ChlorideHCID 685111101,4-Dioxaspiro[4.5]dec-8-yl(2-methyl-5-phenylfuran-3-yl)methanol

生成物 1

HCID 685097468-[Chloro(2-methyl-5-phenylfuran-3-yl)methyl]-1,4-dioxaspiro[4.5]decane収率 100%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
0 °C

実験手順

To a solution of 1,4-dioxaspiro[4.5]dec-8-yl(2-methyl-5-phenylfuran-3-yl)methanol (0.7 g) in toluene (20 mL) were added thionyl chloride (0.2 mL) and pyridine (0.2 mL), and the mixture was stirred at 0° C. for 2 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (0.7 g, 100%) as an oil.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-9788ab9183914c7680e97bca952cd1ea
出典データセット
uspto-grants-2012_11
特許番号
US08309580B2

関連ノート

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