Water → 2-[2-(3-Dimethoxymethyl-2-fluoro-5-methoxybenzyloxy]ethoxy]tetrahydropyran

HRID 1161579노트

반응식

HRID 1161579 반응식
[CH3:1][O:2][CH:3]([O:15][CH3:16])[C:4]1[C:5]([F:14])=[C:6]([CH2:12][OH:13])[CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1.[H-].[Na+].Br[CH2:20][CH2:21][O:22][CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][O:24]1.O>CN(C=O)C.[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH3:16][O:15][CH:3]([O:2][CH3:1])[C:4]1[C:5]([F:14])=[C:6]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[CH2:12][O:13][CH2:20][CH2:21][O:22][CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][O:24]1

참가 물질

7

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 866212-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 59517072(3-Dimethoxymethyl-2-fluoro-5-methoxyphenyl)methanol

생성물 1

HCID 595174642-[2-(3-Dimethoxymethyl-2-fluoro-5-methoxybenzyloxy]ethoxy]tetrahydropyran

시약·촉매·용매 2

HCID 67553Tetrabutylammonium Iodide촉매HCID 6228Dimethylformamide용매

실험 절차

(3-Dimethoxymethyl-2-fluoro-5-methoxyphenyl)methanol (1.861 g) was dissolved in 10 ml of DMF, and 390 mg of sodium hydride, 300 mg of tetrabutylammonium iodide, and 1.8 ml of 2-(2-bromoethoxy)tetrahydropyran were added thereto. The mixture was stirred at room temperature for 2 hours, and then water was added thereto. The mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The desiccating agent was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (heptane-ethyl acetate) to give the title compound (1.035 g).

후처리

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customThe desiccating agent was removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (heptane-ethyl acetate)

출처 및 근거

ORD 기록
ord-90834be7c332453b843867acf42dd64d
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816522B2

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