Sodium hydride → (S)-3-[4-(2-Methoxyethyl)phenoxy]-1,2-epoxypropane

HRID 47670

反応式

HRID 47670 の反応式
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.CC1C=CC(S(O[CH2:23][C@H:24]2[O:26][CH2:25]2)(=O)=O)=CC=1.[H-].[Na+]>CN(C=O)C>[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:23][C@@H:24]2[CH2:25][O:26]2)=[CH:7][CH:6]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 925164-(2-Methoxyethyl)phenolHCID 153296Oxiranemethanol, 4-methylbenzenesulfonate, (S)-

生成物 1

HCID 10976684(S)-3-[4-(2-Methoxyethyl)phenoxy]-1,2-epoxypropane

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4-(2-methoxyethyl)phenol (42 mg, 0.275 mmol) and (2S)-(+)-glycidyl tosylate (57 mg, 0.25 mmol) in 2 mL of DMF was added 15 mg (0.625 mmol) of sodium hydride (60% in mineral oil). The resulting mixture was allowed to stir for 16 hours at room temperature. The solution was then extracted three times with ethyl acetate, and the organic phase was washed sequentially with sodium hydroxide, water and brine, dried over sodium sulfate, and concentrated in vacuo to provide the product which was used without further purification. m/z 208 [M+H]+.

後処理

  1. extractionThe solution was then extracted three times with ethyl acetate
  2. washthe organic phase was washed sequentially with sodium hydroxide, water and brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customto provide the product which
  6. customwas used without further purification

出典と根拠

ORDレコード
ord-915b532ef5aa4c6983c86cbc722a0c1a
出典データセット
uspto-grants-2004_03
特許番号
US06699860B2

関連ノート

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