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

HRID 1877077

반응식

HRID 1877077 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9788ab9183914c7680e97bca952cd1ea
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08309580B2

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