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

HRID 1161579ノート

反応式

HRID 1161579 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒HCID 6228Dimethylformamide溶媒

実験手順

(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).

後処理

  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)

出典と根拠

ORDレコード
ord-90834be7c332453b843867acf42dd64d
出典データセット
uspto-grants-2010_10
特許番号
US07816522B2

反応ノート

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